Catalytic Asymmetric Homologation of α‐Ketoesters with α‐Diazoesters: Synthesis of Succinate Derivatives with Chiral Quaternary Centers | Zendy

Li Wei | Zendy; Liu Xiaohua | Zendy; Tan Fei | Zendy; Hao Xiaoyu | Zendy; Zheng Jianfeng | Zendy; Lin Lili | Zendy; Feng Xiaoming | Zendy

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Catalytic Asymmetric Homologation of α‐Ketoesters with α‐Diazoesters: Synthesis of Succinate Derivatives with Chiral Quaternary Centers

Author(s) -

Li Wei,

Liu Xiaohua,

Tan Fei,

Hao Xiaoyu,

Zheng Jianfeng,

Lin Lili,

Feng Xiaoming

Publication year - 2013

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201305478

Subject(s) - stereocenter , catalysis , yield (engineering) , alkyl , chemistry , aryl , combinatorial chemistry , enantioselective synthesis , medicinal chemistry , stereochemistry , organic chemistry , materials science , metallurgy

Y not? In the presence of the L /Y(OTf) 3 catalyst, the first catalytic asymmetric homologation of α‐ketoesters with α‐alkyl‐α‐diazoesters through either a 1,2‐aryl or 1,2‐alkyl shift was accomplished. Highly functionalized succinate derivatives containing a quaternary stereocenter were obtained in excellent yield and enantioselectivity under mild reaction conditions. Tf=trifluoromethanesulfonyl.

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