Tetrahedron

Investigation of 1-bromo-3-buten-2-one as building block in organic synthesis

A Westerlund, JL Gras, R Carlson

Index: Westerlund, Andreas; Gras, Jean-Louis; Carlson, Rolf Tetrahedron, 2001 , vol. 57, # 27 p. 5879 - 5883

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Citation Number: 17

Abstract

1-Bromo-3-buten-2-one is investigated as a building block for organic synthesis. Reduction to the corresponding alcohol works best with lithium aluminium hydride, reaction with primary amines gives 5-membered-aza-heterocycles in moderate yields and reaction with activated methylene compounds to form 5-membered-carbocycles gave unsatisfactory yields when a one-pot-procedure was used. The first step of a stepwise protocol, a ...