Christmann / Bräse Asymmetric Synthesis II

More Methods and Applications
1. Auflage 2013
ISBN: 978-3-527-67257-8
Verlag: Wiley-VCH
Format: PDF
Kopierschutz: Adobe DRM (»Systemvoraussetzungen)

E-Book, Englisch, 404 Seiten, E-Book

Eine Gruppe international renommierter Autoren vermittelt die neuesten Forschungsergebnisse im Bereich der asymmetrischen Synthese. Studenten höherer Semester und Forscher finden in diesem Lehrbuch eine einzigartige Themensammlung, u. a. auch zu Anwendungen in der Industrie.

Autoren/Hrsg.

Christmann, Mathias

Bräse, Stefan

Inhaltsverzeichnis

CATALYTIC ENANTIOSELECTIVE ALKYLATION OF PROCHIRAL KETONE ENOLATES

Background

Strategy and Results

Asymmetric Allylic Alkylation in Total Synthesis

Conclusions

 

POINT-TO-PLANAR CHIRALITY TRANSFER IN TOTAL SYNTHESIS: SCALABLE AND PROGRAMMABLE SYNTHESIS OF HAOUAMINE A AND ITS ATROPISOMER

Introduction

Synthetic Strategy Featuring Point-to-Planar Chirality Transfer

Programmable Synthesis of Haouamine A and Its Atropisomer

 

TETHERED AMINOHYDROXYLATION

Introduction and Background

Tethered Aminohydroxylation

Amide-Based Reoxidants

Evidence for the Mechanism of the TA Reaction

Applications in Organic Synthesis

Conclusion and Future Work

 

ORGANOCATALYZED TRANSFORMATIONS OF A, B-UNSATURATED CARBONYL COMPOUNDS THROUGH IMINIUM ION INTERMEDIATES

 

THE RENAISSANCE OF SILICON-STEREOGENIC SILANES: A PERSONAL ACCOUNT

Background

Results

Conclusion

 

ASYMMETRIC DIENAMINE ACTIVATION

Introduction

Historic Background

Results

Conclusion

 

ASYMMETRIC BRØNSTED ACID CATALYSIS

Introduction and Background

Strategy

Results

Summary

 

QUATERNARY STEREOGENIC CENTERS BY ENANTIOSELECTIVE B-CARBON ELIMINATIONS FROM TERT-CYCLOBUTANOLS

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

 

TOTAL SYNTHESIS OF OSELTAMIVIR AND ABT-341 USING ONE-POT TECHNOLOGY

Introduction

Results

Conclusions

 

ENANTIOSELECTIVE ANNULATIONS WITH CHIRAL N-MESITYL N-HETEROCYCLIC CARBENES

Introduction

Catalytic Generation of Chiral Enolate Equivalents

Catalytic Generation of Homoenolate Equivalents

Enantioselective Cascade Reactions Catalyzed by Chiral N-Heterocyclic Carbenes

Catalytic Annulations via a, ß-Unsaturated Acyl Azoliums

Conclusions

 

ASYMMETRIC COUNTERANION-DIRECTED CATALYSIS (ACDC)

Concept

Application of ACDC to Organocatalysis

Application of ACDC to Transition Metal Catalysis

Application of ACDC to Lewis Acid Catalysis

 

ENANTIOSELECTIVE ORGANO-SOMO CATALYSIS: A NOVEL ACTIVATION MODE FOR ASYMMETRIC SYNTHESIS

Background

Objective

Results

 

ENANTIOSELECTIVE PASSERINI REACTION

Introduction

Background

Results

Conclusion and Perspective

 

RAPID ENANTIOMERIC EXCESS DETERMINATION

 

ASYMMETRIC CATALYSIS OF REVERSIBLE REACTIONS

Thermochemistry of Asymmetric Catalyses Close to the Equilibrium

Kinetic Modeling of a Reversible Asymmetric Catalytic Reaction

Case Study: a Reversible Asymmetric Organocatalytic Reaction

Conclusions

 

EXPLOITING FLUORINE CONFORMATIONAL EFFECTS IN ORGANOCATALYST DESIGN: THE FLUORINE?IMINIUM ION GAUCHE EFFECT

 

DUTCH RESOLUTION

 

CONSTRUCTION OF ANTI-ME-OH VICINAL RELATIONSHIPS IN POLYKETIDES

Introduction

Marshall - Tamaru Reaction

Conclusions

 

PHOTOSWITCHABLE GENERAL BASE CATALYSTS

Introduction and Background

Strategy and Results

Outlook

 

ASYMMETRIC HALONIUM ADDITION TO OLEFINS

Introduction

Intramolecular Lactonizations, Etherifications, and Aminations

Polyene Cyclizations

Intermolecular Additions to Alkenes

Conclusion

 

CATALYTIC ASYMMETRIC GOSTELI - CLAISEN REARRANGEMENT (CAGC)

 

BIOMIMETIC TOTAL SYNTHESIS OF THE PENIFULVIN FAMILY

Introduction

The Penifulvin Family: Isolation and Biogenetic Origin

Total Syntheses of Penifulvins A, B, and C

Summary

 

CATALYST-CONTROLLED 1,3-POLYOL SYNTHESES

 

ENANTIOSELECTIVE CARBONYL ALLYLATION AND CROTYLATION FROM THE ALCOHOL OXIDATION LEVEL VIA C?C BOND FORMING TRANSFER HYDROGENATION

Introduction and Background

Strategy

Results

 

STEREOSELECTIVE SYNTHESIS WITH HYPERVALENT IODINE REAGENTS

 

ASYMMETRIC GOLD-CATALYZED REACTIONS

Introduction

Diphosphine-Gold Complexes in Enantioselective Catalysis

Monophosphine-Gold Complexes in Enantioselective Catalysis

 

ASYMMETRIC CATALYSIS IN THE TOTAL SYNTHESIS OF LIPIDS AND POLYKETIDES

Background

Tuberculostearic Acid: One Isolated Methyl Group

Ant Pheromones: Vicinal Methyl Branches

Deoxypropionates: 1,3-Methyl Arrays

Membrane-Spanning Lipids:

Über Autor(innen)

Mathias Christmann studied chemistry at the Technical University of Braunschweig and received a PhD from the Leibniz University of Hannover with Markus Kalesse. After a postdoctoral research with Craig J. Forsyth at the University of Minnesota, he started his independent career at the RWTH Aachen as a Liebig-Fellow of the Fonds der Chemischen Industrie. Since 2008, Christmann is an Associate Professor at the Technical University of Dortmund working in the areas of organocatalysis, natural products synthesis and sustainable chemistry.

 

Stefan Bräse studied chemistry in Bangor, UK, Marseille, France, and Göttingen, Germany, where he gained his doctorate under Armin de Meijere in 1995. After post-doctoral appointments at Uppsala University, Sweden under J.-E. Bäckvall and The Scripps Research Institute, La Jolla, USA with K. C. Nicolaou, he began his research career at the RWTH Aachen with Dieter Enders in 1997, obtaining his lecturing

qualification in 2001. He became a professor at the University of Bonn that same year and since 2003 he has been Full Professor at the Karlsruhe Institute of Technology. Professor Bräse has more than 250 publications to his name and is a recipient of the ORCHEM award. His research interests include methods in drug discovery, combinatorial chemistry with a focus on the synthesis of biologically active compounds, total synthesis of natural products and nanotechnology.