Synthesis 2004(16): 2620-2624  
DOI: 10.1055/s-2004-831209
PAPER
© Georg Thieme Verlag Stuttgart · New York

Indium(III) Halide Mediated S N 2′ Reactions of Substituted Allenols: Synthesis of 2-Halo-1,3-dienes

Yong Seo Cho*a, Bo Kyung Juna,b, Ae Nim Paea, Joo Hwan Chaa, Hun Yeong Koha, Moon Ho Changa, So-Yeop Hanb
a Biochemicals Research Center, Korea Institute of Science and Technology, P.O. Box 131, Cheongryang, Seoul 130-650, Korea
e-Mail: ys4049@kist.re.kr;
b Devision of Molecular Life Sciences, Ewha Womans University, 1-1 Daehyun-dong, Seodaemun-gu, Seoul 120-750, Korea
Further Information

Publication History

Received 13 April 2004
Publication Date:
02 September 2004 (online)

Abstract

Treatment of various substituted allenols with indium(III) halide in benzene gave (Z)- or (E)-2-halo-1,3-dienes in moderate to good yields. In most cases, (2Z)-halo-1,3-dienes were obtained as major products.