A one-pot silyl-Reformatsky olefination

Research output: Contribution to journalArticle

Abstract

A novel one-pot olefination reaction has been developed, involving the stereoselective formation of (E)-α,β-unsaturated esters/ketones from the reaction of α-bromocarbonyl compounds with aromatic aldehydes. The reactions use a reagent combination of trichlorosilane, and triethylamine and may proceed via the in situ formation of a trichlorosilyl ketene acetal. The general procedure offers key advantages (high conversions, low quantities of organic soluble by-products) over the conventional Wittig reaction. © 2007 Elsevier Ltd. All rights reserved.

Bibliographical metadata

Original languageEnglish
Pages (from-to)8687-8690
Number of pages3
JournalTetrahedron Letters
Volume48
Issue number49
DOIs
StatePublished - 3 Dec 2007