Tetrahedron

Regio-and stereoselective synthesis of allyltrimethylsilanes via krief-reich elimination in β-seleno-γ-silyl alcohols

TK Sarkar, SK Ghosh, TK Satapathi

Index: Sarkar, Tarun K.; Ghosh, Sunil K.; Satapathi, Tushar K. Tetrahedron, 1990 , vol. 46, # 6 p. 1885 - 1898

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Citation Number: 11

Abstract

The synthesis of (E)-allyltrimethylsilanes by regio-and stereocontrolled pathways is described based on the preference for Krief-Reich elimination over silicon-controlled rearrangement in β-seleno-γ-silyl alcohols, readily available from α-selenoaldehydes, 10- 12. Usefulness of this protocol for the introduction of the allylsilane function α to the carbonyl group in cycloalkanones as well as for the preparation of unsymmetrically substituted ...