Catalytic Asymmetric Synthesis of Optically Active Allenes from Terminal Alkynes

CuBr and ZnI2 have been developed as catalysts or subcatalysts for the efficient asymmetric synthesis of axially chiral allenols with up to 97% ee from readily available propargylic alcohols, aliphatic or aromatic aldehyde, pyrrolidine, and commerically available ligands. The alcohol unit in the ter...

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Bibliographic Details
Published in:Organic letters 2012-03, Vol.14 (5), p.1346-1349
Main Authors: Ye, Juntao, Li, Suhua, Chen, Bo, Fan, Wu, Kuang, Jinqiang, Liu, Jinxian, Liu, Yu, Miao, Bukeyan, Wan, Baoqiang, Wang, Yuli, Xie, Xi, Yu, Qiong, Yuan, Weiming, Ma, Shengming
Format: Article
Language:English
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Summary:CuBr and ZnI2 have been developed as catalysts or subcatalysts for the efficient asymmetric synthesis of axially chiral allenols with up to 97% ee from readily available propargylic alcohols, aliphatic or aromatic aldehyde, pyrrolidine, and commerically available ligands. The alcohol unit in the terminal alkynes plays a very important role for ensuring high enantioselectivity via coordination.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol300296k