An efficient Bi/NH4I-mediated addition reaction for the highly diastereoselective synthesis of homoallylic alcohols in aqueous media

Zhen Wu, Xue Xin Feng, Qing Dong Wang, Xuan Yu Liu, Weidong Rao, Jin Ming Yang, Zhi Liang Shen

科研成果: 期刊稿件文章同行评审

5 引用 (Scopus)

摘要

An efficient water-based bismuth-mediated addition reaction of carbonyl compound with cyclic allylic halide was developed. The reactions proceeded smoothly in aqueous DMF in the presence of ammonium iodide to afford the corresponding syn-homoallylic alcohols in moderate to good yields with excellent diastereoselectivities (>99:1 syn:anti). Reversal of product diastereoselectivity was observed when heteroaryl aldehyde possessing an adjacent chelating nitrogen atom was employed as substrate.

源语言英语
页(从-至)391-395
页数5
期刊Chinese Chemical Letters
31
2
DOI
出版状态已出版 - 2月 2020

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