Organolithiums in Enantioselective Synthesis

Organolithium chemistry occupies a central position in the selective construction of C-C bonds in both simple and complex molecules. Paralleling the surge of interest in methods for asymmetric synthesis, the use of organolithiums in enantioselective synthesis has witnessed spectacular advances in a little over a decade. This volume is the first dedicated to a comprehensive coverage of this important area. It is designed to provide graduate students and researchers with a rich source of essential information on synthesising molecules in an enantioselective manner using organolithiums, and be an inspiration for future developments. Following an overview chapter summarising the key milestones, successive chapters, each written by leading experts in their field, critically survey all the major areas of progress.

List of contents

Overview of Organolithium-Ligand Combinations and Lithium Amides for Enantioselective Processes.- Enantioselective Addition of Organolithiums to C=O Groups and Ethers.- Enantioselective Conjugate Addition and 1,2-Addition to C=N of Organolithium Reagents.- Enantioselective Synthesis by Lithiation Adjacent to Oxygen and Electrophile Incorporation.- Enantioselective Synthesis by Lithiation Adjacent to Nitrogen and Electrophile Incorporation.- Enantioselective Synthesis by Lithiation Adjacent to Sulfur, Selenium or Phosphorus, or without an Adjacent Activating Heteroatom.- Enantioselective Synthesis by Lithiation Adjacent to Oxygen and Subsequent Rearrangement.- Enantioselective Synthesis by Lithiation to Generate Planar or Axial Chirality.- Enantioselective Carbolithiations.

Summary

Organolithium chemistry occupies a central position in the selective construction of C-C bonds in both simple and complex molecules. Paralleling the surge of interest in methods for asymmetric synthesis, the use of organolithiums in enantioselective synthesis has witnessed spectacular advances in a little over a decade. This volume is the first dedicated to a comprehensive coverage of this important area. It is designed to provide graduate students and researchers with a rich source of essential information on synthesising molecules in an enantioselective manner using organolithiums, and be an inspiration for future developments. Following an overview chapter summarising the key milestones, successive chapters, each written by leading experts in their field, critically survey all the major areas of progress.

Additional text

This book is a valuable addition to the Topics in Organo-metallic
Chemistry series that has successfully culled a vast
topic into engaging and focused chapters through skillful
editorship. With minimal redundancy, the short text provides
comprehensive coverage of stereoselective deprotonations using
alkyllithiums in the presence of sparteine; the presentation
balances uninspiring examples with those in which the effectiveness
of the asymmetric depronation strategy is unsur-passed.
Interspersed throughout are complementary methods for
the creation and utilization of organolithiums in myriad reactions
that contribute meaningfully to the usefulness of the text. Clear
chapter headings and subject/author indexes make finding
information easy, and the volume will be a useful addition to
library reference collections.

Brian L. Pagenkopf, University of Texas at Austin
J. Am. Chem. Soc. 2003
To cover this very large subject, which has grown in size over several
decades and continues to develop rapidly, in such a compact form, as in this
volume, was certainly a demanding task, but it has been done successfully.
Through the sensible choice of topic areas and by the arrangement of the
material under different headings, the reader is given easy access to this complex subject.
Bernd Goldfuss
Institut für Organische Chemie
Universität Köln
Angewandte Chemie Int. Ed. 2004, 43, 778-781
www.angewandte.org
2004 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
------
In this monograph, which is the newest addition to the excellent Topics in Organometallic Chemistry series, several authors from eight research groups around the world describe the current state of the art in the area of stereoselectivity control using organolithium reagents.
This book is a fine addition to any collection of synthetic monographs or to a library centering on organometallicreactions. Practitioners of stereoselective synthesis of natural products will likely find it very useful.
Marek Majewski
University of Saskatchewan, Canada
Adv. Synth. Catal. 2005, 347, 719-720
Wiley-VCH

Report

This book is a valuable addition to the Topics in Organo-metallic
Chemistry series that has successfully culled a vast
topic into engaging and focused chapters through skillful
editorship. With minimal redundancy, the short text provides
comprehensive coverage of stereoselective deprotonations using
alkyllithiums in the presence of sparteine; the presentation
balances uninspiring examples with those in which the effectiveness
of the asymmetric depronation strategy is unsur-passed.
Interspersed throughout are complementary methods for
the creation and utilization of organolithiums in myriad reactions
that contribute meaningfully to the usefulness of the text. Clear
chapter headings and subject/author indexes make finding
information easy, and the volume will be a useful addition to
library reference collections.

Brian L. Pagenkopf, University of Texas at Austin
J. Am. Chem. Soc. 2003
To cover this very large subject, which has grown in size over several
decades and continues to develop rapidly, in such a compact form, as in this
volume, was certainly a demanding task, but it has been done successfully.
Through the sensible choice of topic areas and by the arrangement of the
material under different headings, the reader is given easy access to this complex subject.
Bernd Goldfuss
Institut für Organische Chemie
Universität Köln
Angewandte Chemie Int. Ed. 2004, 43, 778-781
www.angewandte.org
2004 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
------
In this monograph, which is the newest addition to the excellent Topics in Organometallic Chemistry series, several authors from eight research groups around the world describe the current state of the art in the area of stereoselectivity control using organolithium reagents.
This book is a fine addition to any collection of synthetic monographs or to a library centering on organometallicreactions. Practitioners of stereoselective synthesis of natural products will likely find it very useful.
Marek Majewski
University of Saskatchewan, Canada
Adv. Synth. Catal. 2005, 347, 719-720
Wiley-VCH

Product details

• Assisted by: D. M. Hodgson (Editor), David M. Hodgson (Editor), Davi M Hodgson (Editor), David M Hodgson (Editor)
• Publisher: Springer, Berlin
• Languages: English
• Product format: Hardback
• Released: 19.05.2003
• EAN: 9783540001041
• ISBN: 978-3-540-00104-1
• No. of pages: 320
• Weight: 616 g
• Illustrations: IX, 320 p.
• Series: Topics in Organometallic Chemistry; Topics in Organometallic Chemistry
• Subjects: Natural sciences, medicine, IT, technology > Chemistry > Organic chemistry; Anorganische Chemie, C, Medizinische Chemie, Pharmazeutische Chemie, ORGANOMETALLIC CHEMISTRY, oxygen, biochemistry, PHOSPHORUS, Chemistry and Materials Science, Inorganic Chemistry, MEDICINAL CHEMISTRY