Asymmetric Intramolecular Desymmetrization of <i>meso</i>-α,α′-Diazido Alcohols with Aryldiazoacetates: Assembly of Chiral C<sub>3</sub> Fragments with Three Continuous Stereocenters
作者:Jin-Bao Qiao、Yu-Ming Zhao、Peiming Gu
DOI:10.1021/acs.orglett.6b00570
日期:2016.5.6
The chiral Cu-complex-catalyzed intramolecular interception of meso-α,α′-diazido alcohols with aryldiazoacetates is explored. Most of the enantioenriched α-imino esters with three continuous stereocenters are produced with good to excellent yield and enantioselectivity, and a chiral pocket model is proposed for rationalization of the asymmetric desymmetrization.
研究了手性Cu配合物催化内消旋-芳基重氮乙酸酯对内消旋-α,α'-二叠氮醇的分子内拦截。大多数具有三个连续立体中心的对映体富集的α-亚氨基酯的产率和对映选择性都非常好至极好,并提出了一种手性口袋模型来合理化不对称脱对称性。