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Asymmetric Intramolecular Desymmetrization of meso-α,α′-Diazido Alcohols with Aryldiazoacetates: Assembly of Chiral C3 Fragments with Three Continuous Stereocenters
Organic Letters ( IF 4.9 ) Pub Date : 2016-04-25 00:00:00 , DOI: 10.1021/acs.orglett.6b00570
Jin-Bao Qiao 1 , Yu-Ming Zhao 2 , Peiming Gu 1
Affiliation  

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.

中文翻译:

芳基重氮乙酸酯对内消旋-α,α'-叠氮基醇的不对称分子内不对称作用:具有三个连续立体中心的手性C 3片段的组装

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。
更新日期:2016-04-25
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