Direct and regioselective transformation of. alpha.-chlorocarbonyl compounds into alkenes and deuteroalkenes

J Barluenga, M Yus, JM Concellon…

Index: Barluenga, Jose; Yus, Miguel; Concellon, Jose M.; Bernad, Pablo Journal of Organic Chemistry, 1981 , vol. 46, # 13 p. 2721 - 2726

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Citation Number: 20

Abstract

The successive treatment ethyl chloroacetate or chloroacetyl chloride with Grignard reagents and lithium powder leads to symmetrical terminal olefm in a regioselective manner. The best results are obtained with acid chlorides. The influence of the temperature and the reaction time on the overall yield of the process are studied; in general, yields are increased by working at low temperature (-60" C). Internally substituted olefins are obtained from a- ...