Synthesis 2012(7): 983-1010  
DOI: 10.1055/s-0031-1289729
REVIEW
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Vinylsilanes

Diane S. W. Lim, Edward A. Anderson*Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, UK
Fax: +44(1865)285002; e-Mail: edward.anderson@chem.ox.ac.uk;
Further Information

Publication History

Received 10 December 2011
Publication Date:
01 March 2012 (eFirst)

Abstract

Vinylsilanes are versatile synthetic building blocks, which in recent years have played an increasing role in the synthesis of complex molecules. This article provides an overview of regio- and stereoselective methods for the preparation of vinylsilanes, focusing­ on the most flexible and synthetically practical routes to each substitution pattern.

1 Introduction

2 Acyclic Vinylsilanes

2.1 trans-1,2-Disubstituted Vinylsilanes

2.2 cis-1,2-Disubstituted Vinylsilanes

2.3 1,1-Disubstituted Vinylsilanes

2.4 1,1,2-Trisubstituted Vinylsilanes

2.5 1,2,2-Trisubstituted and Tetrasubstituted Vinylsilanes

3 Cyclic Vinylsilanes

3.1 Exocyclic vinylsilanes

3.2 Endocyclic vinylsilanes

4 Conclusions