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“On-Water” Michael-Type Addition Reactions Promoted by PhSeZnCl

✍ Scribed by Benedetta Battistelli; Testaferri Lorenzo; Marcello Tiecco; Claudio Santi

Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
339 KB
Volume
2011
Category
Article
ISSN
1434-193X

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✦ Synopsis

Abstract

In this communication we report that our reagent PhSeZnCl can be conveniently used to effect Michael addition like reactions of unsaturated ketones and electron‐deficient alkynes, leading to synthetically useful β‐seleno derivativesand vinyl selenides, respectively. The reactions are effected at room temperature in THF as well as under “on water” conditions. When the addition occurs on a triple bond, good stereoselectivity is observed, and the reaction shows a rate acceleration in water suspension.

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