An efficient approach to (E)-β-methyl Baylis–Hillman adducts via indium-mediated allylation of aldehydes in aqueous media

J áHwan Cha, A áNim Pae, KII Choi…

Index: Cha, Joo Hwan; Pae, Ae Nim; Choi, Kyung Il Il; Cho, Yong Seo; Koh, Hun Yeong; Lee, Eun Journal of the Chemical Society, Perkin Transactions 1, 2001 , # 17 p. 2079 - 2081

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Abstract

A new method has been developed for the synthesis of (E)-β-methyl Baylis–Hillman adducts with high E–Z (> 93%) selectivity in modest to good yields. The process consists of two steps: an indium-mediated allylation reaction and a simple base-catalyzed isomerization step. Various aldehydes were allylated with allyl br