Asymmetric synthesis. II [electronic resource] : more methods and applications / edited by Mathias Christmann and Stefan Bräse.
Saved in:
| Online Access: |
Full Text (via Wiley) |
|---|---|
| Other Authors: | , |
| Other title: | Asymmetric synthesis II. Asymmetric synthesis 2. Asymmetric synthesis : more methods and applications. |
| Format: | Electronic eBook |
| Language: | English |
| Published: |
Weinheim, Germany :
Wiley-VCH Verlag & Co. KGaA,
2013.
|
| Edition: | First edition. |
| Subjects: |
Table of Contents:
- Catalytic Enantioselective Alkylation of Prochiral Ketone Enolates / Corey M Reeves, Brian M Stoltz
- Point-to-Planar Chirality Transfer in Total Synthesis: Scalable and Programmable Synthesis of Haouamine A and Its Atropisomer / Noah Z Burns, Phil S Baran
- Tethered Aminohydroxylation / Timothy J Donohoe, Stefanie Mesch
- Organocatalyzed Transformations of [alpha], [beta]-Unsaturated Carbonyl Compounds through Iminium Ion Intermediates / Julian H Rowley, Nicholas C O Tomkinson
- The Renaissance of Silicon-Stereogenic Silanes: A Personal Account / Andreas Weickgenannt, Martin Oestreich
- Asymmetric Dienamine Activation / Mathias Christmann
- Asymmetric Bronsted Acid Catalysis / Iuliana Atodiresei, Uxue Uria, Magnus Rueping
- Quaternary Stereogenic Centers by Enantioselective [beta]-Carbon Eliminations from tert-Cyclobutanols / Nicolai Cramer, Tobias Seiser
- Total Synthesis of Oseltamivir and ABT-341 Using One-Pot Technology / Hayato Ishikawa, Yujiro Hayashi
- Enantioselective Annulations with Chiral N-Mesityl N-Heterocyclic Carbenes / Jessada Mahatthananchai, Jeffrey W Bode
- Asymmetric Counteranion-Directed Catalysis (ACDC) / Manuel Mahlau, Benjamin List
- Enantioselective Organo-SOMO Catalysis: a Novel Activation Mode for Asymmetric Synthesis / David W C Macmillan, Sebastian Rendler
- Enantioselective Passerini Reaction / Qian Wang, Jieping Zhu, Mei-Xiang Wang
- Rapid Enantiomeric Excess Determination / Oliver Trapp
- Asymmetric Catalysis of Reversible Reactions / Lukas Hintermann
- Exploiting Fluorine Conformational Effects in Organocatalyst Design: The Fluorine-Iminium Ion / Christof Sparr, Lucie E Zimmer, Ryan Gilmour
- Dutch Resolution / Richard M Kellogg
- Construction of anti-Me-OH Vicinal Relationships in Polyketides / Vaidotas Navickas, Martin E Maier
- Photoswitchable General Base Catalysts / Philipp Viehmann, Stefan Hecht
- Asymmetric Halonium Addition to Olefins / Scott A Snyder, Alexandria P Brucks
- Catalytic Asymmetric Gosteli-Claisen Rearrangement (CAGC) / Julia Rehbein, Martin Hiersemann
- Biomimetic Total Synthesis of the Penifulvin Family / Tanja Gaich, Johann Mulzer
- Catalyst-Controlled 1,3-Polyol Syntheses / Tobias Harschneck, Stefan F Kirsch
- Enantioselective Carbonyl Allylation and Crotylation from the Alcohol Oxidation Level via C-C Bond Forming Transfer Hydrogenation / Joseph Moran, Michael J Krische
- Stereoselective Synthesis with Hypervalent Iodine Reagents / Umar Farid, Thomas Wirth
- Asymmetric Gold-Catalyzed Reactions / Nuria Huguet, Antonio M Echavarren
- Asymmetric Catalysis in the Total Synthesis of Lipids and Polyketides / Santiago Barroso, Adriaan J Minnaard
- The Evolving Role of Biocatalysis in Asymmetric Synthesis / Meelanie Hall, Wolfgang Kroutil, Kurt Faber
- Bifunctional Thiourea Catalysts / Yoshiji Takemoto, Tsubasa Inokuma
- Catalytic Asymmetric (4 + 3) Cycloadditions Using Allenamides / Yun-Fei Du, Richard P Hsung
- Application of the Achmatowicz Rearrangement for the Synthesis of Oligosaccharides / Michael F Cuccarese, George A O'doherty
- Asymmetric C-C Bond Formation Using Chiral Phosphoric Acid / Takahiko Akiyama
- Asymmetric C-H Bond Functionalization / Masayuki Wasa, Kelvin S L Chan, Jin-Quan Yu
- Asymmetric C-C Bond Formation Using Chiral Guanidine Catalysts / Masahiro Terada
- Enantioselective Synthesis of Lactones via Rh-Catalyzed Ketone Hydroacylation / Matthew M Coulter, Vy M Dong
- Radical Haloalkylation / Armen Zakarian
- Asymmetric Hydrovinylation of Alkenes / T V (babu) Rajanbabu
- Heterocycle Construction via Asymmetric Rhodium-Catalyzed Cycloadditions / Kevin M Oberg, Tomislav Rovis
- N-Heterocyclic Carbene-Catalyzed Aldol Desymmetrizations / Karl A Scheidt, Eric M Phillips, Julien Dugal-Tessier
- Strategies for the Asymmetric Total Synthesis of Natural Products: "Chiral Pool" versus Chiral Catalysts / Karl Gademann
- Dynamic Kinetic Asymmetric Transformations Involving Carbon-Carbon Bond Cleavage / Andrew T Parsons, Jeffrey S Johnson
- Iron-Catalyzed Allylic Substitutions / Markus Jegelka, Bernd Plietker
- Asymmetric Conia-ene Carbocyclizations / Filippo Sladojevich, Darren J Dixon
- Tactics and Strategies in the Total Synthesis of Chlorosulfolipids / Christian Nilewski, Erick M Carreira
- Linear Free Energy Relationships (LFERs) in Asymmetric Catalysis / Elizabeth N Bess, Matthew S Sigman
- Asymmetric Diamination of Alkenes / Jose A Souto, Kilian Muniz
- Enzymatic Asymmetric Synthesis of Tertiary Alcohols / Michael Richter
- Oxidative Dearomatization and Organocatalytic Desymmetrization / Alice E Williamson, Matthew J Gaunt
- Total Synthesis of All (
- )-Agelastatin Alkaloids / Mohammad Movassaghi, Sunkyu Han.
- Machine generated contents note: 1. Catalytic Enantioselective Alkylation of Prochiral Ketone Enolates / Brian M. Stoltz
- Background
- Strategy and Results
- Asymmetric Allylic Alkylation in Total Synthesis
- Conclusions
- CV of Corey M. Reeves
- CV of Brian M. Stoltz
- References
- 2. Point-to-Planar Chirality Transfer in Total Synthesis: Scalable and Programmable Synthesis of Haouamine A and Its Atropisomer / Phil S. Baran
- Introduction
- Synthetic Strategy Featuring Point-to-Planar Chirality Transfer
- Programmable Synthesis of Haouamine A and Its Atropisomer
- CV of Noah Z. Burns
- CV of Phil S. Baran
- References
- 3. Tethered Aminohydroxylation / Stefanie Mesch
- Introduction and Background
- Tethered Aminohydroxylation
- a). First Generation of Reoxidants
- b). N-Sulfonyloxy Carbamates
- c). Carbonyloxycarbamates as Reoxidants for Osmium
- Amide-Based Reoxidants
- Evidence for the Mechanism of the TA Reaction
- Applications in Organic Synthesis
- Conclusion and Future Work
- CV of Timothy J. Donohoe
- CV of Stefanie Mesch
- References
- 4. Organocatalyzed Transformations of α, β-Unsaturated Carbonyl Compounds through Iminium Ion Intermediates / Nicholas C.O. Tomkinson
- CV of Nicholas C.O. Tomkinson
- CV of Julian H. Rowley
- References
- 5. Renaissance of Silicon-Stereogenic Silanes: A Personal Account / Martin Oestreich
- Background
- Results
- a). Intermolecular Chirality Transfer from Silicon to Carbon: Diastereoselective Palladium(II)-Catalyzed C--Si Bond Formation
- b). Silicon-Stereogenic Silane as Stereochemical Probe: B(C6F5)3-Catalyzed Carbonyl Reduction
- c). Kinetic Resolution with Silicon-Stereogenic Silanes: Cu--H-Catalyzed Diastereoselective Si--O Coupling
- Conclusion
- CV of Martin Oestreich
- CV of Andreas Weickgenannt
- References
- 6. Asymmetric Dienamine Activation / Mathias Christmann
- Introduction
- Historic Background
- Results
- Conclusion
- CV of Mathias Christmann
- References
- 7. Asymmetric Brønsted Acid Catalysis / Magnus Rueping
- Introduction and Background
- Strategy
- Results
- Summary
- CV of Iuliana Atodiresei
- CV of Uxue Uria
- CV of Magnus Rueping
- References
- 8. Quaternary Stereogenic Centers by Enantioselective β-Carbon Eliminations from tert-Cyclobutanols / Tobias Seiser
- Background
- Objective: Enantioselective Formation of Quaternary Stereogenic Centers in Combination with Reactive Alkyl-Rhodium Intermediates
- Selective Generation of the Alkyl-Rhodium Species and Its Downstream Reactivities
- CV of Nicolai Cramer
- CV of Tobias Seiser
- References
- 9. Total Synthesis of Oseltamivir and ABT-341 Using One-Pot Technology / Yujiro Hayashi
- Introduction
- Results
- a). Total Synthesis of (
- - )-Oseltamivir via Two One-Pot Processes
- b). Total Synthesis of ABT-341 by One-Pot Sequence
- Conclusions
- CV of Yujiro Hayashi
- CV of Hayato Ishikawa
- References
- 10. Enantioselective Annulations with Chiral N-Mesityl N-Heterocyclic Carbenes / Jeffrey W. Bode
- Introduction
- Catalytic Generation of Chiral Enolate Equivalents
- Catalytic Generation of Homoenolate Equivalents
- Enantioselective Cascade Reactions Catalyzed by Chiral N-Heterocyclic Carbenes
- Catalytic Annulations via α, β-Unsaturated Acyl Azoliums
- Conclusions
- CV of Jeffrey Bode
- CV of Jessada Mahatthananchai
- References
- 11. Asymmetric Counteranion-Directed Catalysis (ACDC) / Benjamin List
- Concept
- Application of ACDC to Organocatalysis
- Application of ACDC to Transition Metal Catalysis
- Application of ACDC to Lewis Acid Catalysis
- CV of Manuel Mahlau
- CV of Prof. Dr. Benjamin List
- References
- 12. Enantioselective Organo-SOMO Catalysis: a Novel Activation Mode for Asymmetric Synthesis / Sebastian Rendler
- Background
- Objective
- Results
- CV of David W.C. MacMillan
- CV of Sebastian Rendler
- References
- 13. Enantioselective Passerini Reaction / Mei-Xiang Wang
- Introduction
- Background
- Results
- Conclusion and Perspective
- CV of Qian Wang
- CV of Jieping Zhu
- CV of Mei-Xiang Wang
- References
- 14. Rapid Enantiomeric Excess Determination / Oliver Trapp
- CV of Oliver Trapp
- References
- 15. Asymmetric Catalysis of Reversible Reactions / Lukas Hintermann
- Thermochemistry of Asymmetric Catalyses Close to the Equilibrium
- Kinetic Modeling of a Reversible Asymmetric Catalytic Reaction
- Case Study: a Reversible Asymmetric Organocatalytic Reaction
- Conclusions
- CV of Lukas Hintermann
- References
- 16. Exploiting Fluorine Conformational Effects in Organocatalyst Design: The Fluorine--Iminium Ion Gauche Effect / Ryan Gilmour
- CV of C. Sparr
- CV of L. Zimmer
- CV of R. Gilmour
- References
- 17. Dutch Resolution / Richard M. Kellogg
- CV of Richard M. Kellogg
- References
- 18. Construction of anti-Me-OH Vicinal Relationships in Polyketides / Martin E. Maier
- Introduction
- Marshall--Tamaru Reaction
- Conclusions
- CV of Vaidotas Navickas
- CV of Martin E. Maier
- References
- 19. Photoswitchable General Base Catalysts / Stefan Hecht
- Introduction and Background
- Strategy and Results
- Outlook
- CV of Philipp Viehmann
- CV of Stefan Hecht
- References
- 20. Asymmetric Halonium Addition to Olefins / Alexandria P. Brucks
- Introduction
- Intramolecular Lactonizations, Etherifications, and Aminations
- Polyene Cyclizations
- Intermolecular Additions to Alkenes
- Conclusion
- CV of Scott A. Snyder
- CV of Alexandria P. Brucks
- References
- 21. Catalytic Asymmetric Gosteli--Claisen Rearrangement (CAGC) / Martin Hiersemann
- CV of Julia Rehbein
- CV of Martin Hiersemann
- References
- 22. Biomimetic Total Synthesis of the Penifulvin Family / Johann Mulzer
- Introduction
- Penifulvin Family: Isolation and Biogenetic Origin
- Total Syntheses of Penifulvins A, B, and C
- Summary
- CV of Prof. Johann Mulzer
- CV of Tanja Gaich
- References
- 23. Catalyst-Controlled 1,3-Polyol Syntheses / Stefan F. Kirsch
- CV of Stefan F. Kirsch
- CV of Tobias Harschneck
- References
- 24. Enantioselective Carbonyl Allylation and Crotylation from the Alcohol Oxidation Level via C--C Bond Forming Transfer Hydrogenation / Michael J. Krische
- Introduction and Background
- Strategy
- Results
- CV of Michael Krische
- CV of Joseph Moran
- References
- 25. Stereoselective Synthesis with Hypervalent Iodine Reagents / Thomas Wirth
- CV of Umar Farid
- CV of Thomas Wirth
- References
- 26. Asymmetric Gold-Catalyzed Reactions / Antonio M. Echavarren
- Introduction
- Diphosphine-Gold Complexes in Enantioselective Catalysis
- Monophosphine-Gold Complexes in Enantioselective Catalysis
- CV of Nuria Huguet
- CV of Antonio M. Echavarren
- References
- 27. Asymmetric Catalysis in the Total Synthesis of Lipids and Polyketides / Adriaan J. Minnaard
- Background
- Tuberculostearic Acid: One Isolated Methyl Group
- Ant Pheromones: Vicinal Methyl Branches
- Deoxypropionates: 1,3-Methyl Arrays
- Membrane-Spanning Lipids: 1,4-Dimethyl Units
- Saturated Isoprenoids: 1,5-Methyl Arrays
- CV of Santiago Barroso
- CV of Adriaan J. Minnaard
- References
- 28. Evolving Role of Biocatalysis in Asymmetric Synthesis / Kurt Faber
- Background
- First- and Second-Generation Biotransformations
- Results--Third-Generation Biotransformations
- a). Asymmetric Bioreduction of C=C Bonds
- b). Asymmetric Transamination
- Conclusions and Future Perspectives
- CV of Melanie Hall
- CV of Wolfgang Kroutil
- CV of Kurt Faber
- References
- 29. Bifunctional Thiourea Catalysts / Tsubasa Inokuma
- Background
- Results
- a). Aminothiourea
- b). Hydroxythiourea
- CV of Yoshiji Takemoto
- CV of Tsubasa Inokuma
- References
- 30. Catalytic Asymmetric (4 + 3) Cycloadditions Using Allenamides / Richard P. Hsung
- Introduction and Background
- Strategy
- Results
- Conclusion
- CV of Yun-Fei Du
- CV of Richard P. Hsung
- References
- 31. Application of the Achmatowicz Rearrangement for the Synthesis of Oligosaccharides / George A.
- Contents note continued: CV of Masahiro Terada
- References
- 35. Enantioselective Synthesis of Lactones via Rh-Catalyzed Ketone Hydroacylation / Vy M. Dong
- Background and Introduction
- Strategy and Results
- Conclusions and Future Directions
- CV of Vy M. Dong
- CV of Matthew M. Coulter
- References
- 36. Radical Haloalkylation / Armen Zakarian
- CV of Armen Zakarian
- References
- 37. Asymmetric Hydrovinylation of Alkenes / T.V. (Babu) RajanBabu
- Introduction
- New Protocols for the Heterodimerization of Ethylene/Propylene and Vinylarenes, 1,3-Dienes, and Norbornene
- Catalytic Asymmetric Hydrovinylation Reactions: Effects of Hemilabile Ligands
- All-Carbon Quaternary Centers via Catalytic Asymmetric HV
- Hydrovinylation (HV) of 1,3-Dienes and Asymmetric Variations
- Asymmetric Hydrovinylation of Unactivated Linear 1,3-Dienes Using Co(II) Catalysis
- Scope and Applications of Hydrovinylation Reactions: Exocyclic Stereocontrol
- Stereoselective Route to either Steroid-C20(S) or -C20(R) Derivatives
- Asymmetric Hydrovinylation of Strained Alkenes
- Conclusions and Future Perspectives
- CV of T.V. (Babu) RajanBabu
- References
- 38. Heterocycle Construction via Asymmetric Rhodium-Catalyzed Cycloadditions / Tomislav Rovis
- Background
- Strategy
- Results
- Application to Other Reactions
- Conclusion and Future Perspectives
- CV of Tomislav Rovis
- CV of Kevin M. Oberg
- References
- 39. N-Heterocyclic Carbene-Catalyzed Aldol Desymmetrizations / Julien Dugal-Tessier
- Introduction
- Strategy and Results
- Application to the Syntheses of Bakkenolides I, J, and S
- Conclusion
- CV of Karl A. Scheidt
- CV of Eric M. Phillips
- CV of Julien Dugal-Tessier
- References
- 40. Strategies for the Asymmetric Total Synthesis of Natural Products: "Chiral Pool" versus Chiral Catalysts / Karl Gademann
- Introduction
- Catalytic Stereoselective Total Synthesis
- Natural Product Synthesis Starting from Chiral, Nonracemic Starting Materials
- Conclusion
- CV of Karl Gademann
- References
- 41. Dynamic Kinetic Asymmetric Transformations Involving Carbon--Carbon Bond Cleavage / Jeffrey S. Johnson
- Background
- Donor--Acceptor Cyclopropanes as DYKAT Substrates
- Lewis Acid Catalysis
- Palladium Catalysis
- Deracemization of Tertiary Propargyl-Allyl Alcohols via Rhodium-Catalyzed Sequential Rearrangement/Enantioselective Conjugate Addition
- Conclusion
- CV of Andrew Parsons
- CV of Jeffrey Johnson
- References
- 42. Iron-Catalyzed Allylic Substitutions / Bernd Plietker
- Allylic Substitutions Catalyzed by the Hieber-Anion [Fe(CO)3(NO)]-
- Allylic Substitutions Catalyzed by Fe2(CO)9
- CV of Markus Jegelka
- CV of Bernd Plietker
- References
- 43. Asymmetric Conia-ene Carbocyclizations / Darren J. Dixon
- Introduction and Background: the Conia-ene Reaction
- Strategy: Organo/Metal Cooperative Catalysis
- Results
- CV of Filippo Sladojevich
- CV of Darren J. Dixon
- References
- 44. Tactics and Strategies in the Total Synthesis of Chlorosulfolipids / Erick M. Carreira
- Background
- Stereoselective Synthesis of vic-Dichloride Fragments
- Total Synthesis of Hexachlorosulfolipid
- Conclusions
- CV of Christian Nilewski
- CV of Erick M. Carreira
- References
- 45. Linear Free Energy Relationships (LFERs) in Asymmetric Catalysis / Matthew S. Sigman
- Introduction and Background
- Hammett Electronic Parameters and Their Application to (salen)Mn(III)-Catalyzed Asymmetric Epoxidation Reactions
- Relating Brønsted Acidity to Enantiomeric Ratio in an Asymmetric Hydrogen-Bond-Catalyzed Diels-Alder Reaction
- LFER Describing the Influence of Steric Bulk in a Nozaki--Hiyama--Kishi Asymmetric Allylation of Acetophenone
- Correlating Quadrupole Moment to Enantioselectivity in Cation-π-Mediated Asymmetric Polycyclization
- Simultaneously Correlating Hammett and Charton Parameters to Enantioselectivity in Two-Dimensional Free Energy Relationships
- Conclusions
- CV of Elizabeth Bess
- CV of Matt Sigman
- References
- 46. Asymmetric Diamination of Alkenes / Kilian Muniz
- Introduction and Background
- Strategy
- Results
- CV of Jose Souto
- CV of Kilian Muniz
- References
- 47. Enzymatic Asymmetric Synthesis of Tertiary Alcohols / Michael Richter
- Introduction
- YerE--a Unique ThDP-Dependent Enzyme
- Hydroxynitrile Lyases
- Conclusion
- CV of Michael Richter
- References
- 48. Oxidative Dearomatization and Organocatalytic Desymmetrization / Matthew J. Gaunt
- Introduction
- Desymmetrization of Cyclohexadienones
- One-Pot Oxidative Dearomatization and Catalytic Desymmetrization
- Oxo- and Aza-Michael Additions
- Further One-Pot Methods for Oxidative Dearomatization and Catalytic Desymmetrization
- Alkylative Dearomatization
- Summary
- CV of Matthew J. Gaunt
- CV of Alice E. Williamson
- References
- 49. Total Synthesis of All (
- )-Agelastatin Alkaloids / Sunkyu Han
- Introduction
- Biosynthetically Inspired Plan for Total Synthesis
- Total Synthesis of the Agelastatin Alkaloids
- CV of Mohammad Movassaghi
- CV of Sunkyu Han
- References.