Catalytic Asymmetric Synthesis of [2,3]‐Fused Indoline Heterocycles through Inverse‐Electron‐Demand Aza‐Diels–Alder Reaction of Indoles with Azoalkenes | Zendy

Tong MinChao | Zendy; Chen Xuan | Zendy; Li Jun | Zendy; Huang Rong | Zendy; Tao Haiyan | Zendy; Wang ChunJiang | Zendy

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Catalytic Asymmetric Synthesis of [2,3]‐Fused Indoline Heterocycles through Inverse‐Electron‐Demand Aza‐Diels–Alder Reaction of Indoles with Azoalkenes

Author(s) -

Tong MinChao,

Chen Xuan,

Li Jun,

Huang Rong,

Tao Haiyan,

Wang ChunJiang

Publication year - 2014

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201400109

Subject(s) - indoline , regioselectivity , chemistry , catalysis , indole test , inverse , combinatorial chemistry , organic chemistry , mathematics , geometry

An unprecedented catalytic asymmetric inverse‐electron‐demand aza‐Diels–Alder reaction of indoles with in situ formed azoalkenes is reported. A diverse set of [2,3]‐fused indoline heterocycles were achieved in generally good yields (up to 97 %) with high regioselectivity and diastereoselectivity (>20:1 d.r.), and with excellent enantioselectivity (up to 99 % ee ).

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