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Catalytic Asymmetric Synthesis of Optically Active Allenes from Terminal Alkynes

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journal contribution
posted on 02.03.2012, 00:00 authored by Juntao Ye, Suhua Li, Bo Chen, Wu Fan, Jinqiang Kuang, Jinxian Liu, Yu Liu, Bukeyan Miao, Baoqiang Wan, Yuli Wang, Xi Xie, Qiong Yu, Weiming Yuan, Shengming Ma
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.