Indium-Mediated Synthesis of Homoallyl Alcohols in the Aqueous Phase

Author: Du Zhengyin   Li Yanchun   Wang Fen   Zhou Wanwei   Wang Jin-Xian  

Publisher: Taylor & Francis Ltd

ISSN: 0039-7911

Source: Synthetic Communications, Vol.41, Iss.11, 2011-05, pp. : 1664-1671

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Abstract

The indium-mediated Barbier-type allylation reaction of aldehydes with allyl bromide, which gives corresponding homoallyl alcohols, was investigated. The reaction medium and the effects of substituents were discussed in detail. The results showed that various aldehydes, including aromatic, heterocyclic, and aliphatic aldehydes, with different substituents could all react well with excellent yields of 91–97% in aqueous tetrahydrofuran at room temperature within about 1 h.