Catalytic Asymmetric β,γ Activation of α,β‐Unsaturated γ‐Butyrolactams: Direct Approach to β,γ‐Functionalized Dihydropyranopyrrolidin‐2‐ones | Zendy

Jiang Xianxing | Zendy; Liu Luping | Zendy; Zhang Panpan | Zendy; Zhong Yuan | Zendy; Wang Rui | Zendy

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Catalytic Asymmetric β,γ Activation of α,β‐Unsaturated γ‐Butyrolactams: Direct Approach to β,γ‐Functionalized Dihydropyranopyrrolidin‐2‐ones

Author(s) -

Jiang Xianxing,

Liu Luping,

Zhang Panpan,

Zhong Yuan,

Wang Rui

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.201302622

Subject(s) - enantioselective synthesis , closet , annulation , computer science , process (computing) , catalysis , chemistry , combinatorial chemistry , organic chemistry , engineering , programming language , civil engineering

Skeleton in the closet : The title reaction enables the development of the first catalytic β,γ‐selective Diels–Alder [4+2] annulation of α,β‐unsaturated γ‐butyrolactams (see scheme; Boc= tert ‐butoxycarbonyl, Ts=4‐toluenesulfonyl). This process provides a direct method for the enantioselective construction of bi‐ or tricyclic dihydropyranopyrrolidin‐2‐one skeletons in only one step.

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