Synthesis

A Novel Approach to γ-Hydroxy-α, β-unsaturated Compounds

H Krawczyk, K Wąsek, J Kędzia

Index: Krawczyk, Henryk; Wasek, Katarzyna; Kedzia, Jacek Synthesis, 2008 , # 20 p. 3299 - 3306

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Citation Number: 2

Abstract

Abstract A simple synthesis of (E)-alk-1-enyl mesylates from (E)-alk-1-enylphosphonates is reported. Construction of γ-hydroxy-α, β-unsaturated compounds was achieved by a two- step process involving dihydroxylation of the enol mesylates followed by HWE reaction of the resulting α-hydroxy aldehydes with activated methylphosphonates. Enantioselective synthesis of the title compounds is also reported.