Chapter 16. Asymmetric Synthesis Using α-Sulfinyl Carbanions and β-Unsaturated Sulfoxides

  1. Professor Saul Patai2,
  2. Zvi Rappoport2 and
  3. Charles Stirling3
  1. Gary H. Posner

Published Online: 3 JUL 2006

DOI: 10.1002/0470034386.ch16

Sulphones and Sulphoxides (1988)

Sulphones and Sulphoxides (1988)

How to Cite

Posner, G. H. (1988) Asymmetric Synthesis Using α-Sulfinyl Carbanions and β-Unsaturated Sulfoxides, in Sulphones and Sulphoxides (1988) (eds S. Patai, Z. Rappoport and C. Stirling), John Wiley & Sons, Ltd, Chichester, UK. doi: 10.1002/0470034386.ch16

Editor Information

  1. 2

    The Hebrew University, Jerusalem, Israel

  2. 3

    University College, Bangor, USA

Author Information

  1. Department of Chemistry, The Johns Hopkins University, Baltimore, MD 21218, USA

Publication History

  1. Published Online: 3 JUL 2006
  2. Published Print: 30 APR 1988

Book Series:

  1. PATAI'S Chemistry of Functional Groups

Book Series Editors:

  1. Professor Saul Patai

Series Editor Information

  1. The Hebrew University, Jerusalem, Israel

ISBN Information

Print ISBN: 9780471915881

Online ISBN: 9780470034385

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Keywords:

  • enantiomerically pure sulfoxide preparation;
  • stereocontrolled oxidation of sulfides;
  • diastereoselective chemical oxidation;
  • electrophil reactions with α-sulfinyl carbanions;
  • alkyl sulfoxide carbanions;
  • nucleophil addition to β-unsaturated sulfoxides;
  • hydride nucleophils;
  • heteratom nucleophils

Summary

This chapter contains sections titled:

  • Introduction

  • Preparation of Enantiomerically Pure Sulfoxides

  • Reactions of Electrophiles with α-Sulfinyl Carbanions

  • Addition of Nucleophiles to β-Unsaturated Sulfoxides

  • 2+4-Cycloadditions

  • Miscellaneous

  • References