New Stereoselective Synthesis
of (Z)-α-Iodovinylsilanes via
One-Pot Iododesilylation/Isomerization of 1,1-Bis(silyl)alk-1-enes

Piotr Pawluć; Martyna Madalska; Grzegorz Hreczycho; Bogdan Marciniec

doi:10.1055/s-0028-1083207

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Synthesis 2008(22): 3687-3691
DOI: 10.1055/s-0028-1083207

PAPER

New Stereoselective Synthesis of (Z)-α-Iodovinylsilanes via One-Pot Iododesilylation/Isomerization of 1,1-Bis(silyl)alk-1-enes

Piotr Pawluć, Martyna Madalska, Grzegorz Hreczycho, Bogdan Marciniec*
Department of Organometallic Chemistry, Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznan, Poland
Fax: +48(61)8291508; e-Mail: marcinb@amu.edu.pl;

Further Information

Publication History

Received 18 June 2008
Publication Date:
23 October 2008 (online)

Abstract
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Abstract

Synthetically useful (Z)-2-aryl-1-iodo-1-silylethenes were prepared in good to excellent yields via one-pot monoiododesilylation/isomerization of readily accessible 2-aryl-1,1-bis(silyl)ethenes using N-iodosuccinimide or bis(pyridine)iodonium tetrafluoroborate under mild conditions.

Key words

halogenation - iododesilylation - vinylsilanes - organometallic reagents - stereoselective synthesis

References

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