Diversified Cycloisomerization/Diels–Alder Reactions of 1,6‐Enynes through Bimetallic Relay Asymmetric Catalysis | Zendy

Zheng Haifeng | Zendy; Wang Yan | Zendy; Xu Chaoran | Zendy; Xiong Qian | Zendy; Lin Lili | Zendy; Feng Xiaoming | Zendy

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Diversified Cycloisomerization/Diels–Alder Reactions of 1,6‐Enynes through Bimetallic Relay Asymmetric Catalysis

Author(s) -

Zheng Haifeng,

Wang Yan,

Xu Chaoran,

Xiong Qian,

Lin Lili,

Feng Xiaoming

Publication year - 2019

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201900421

Subject(s) - cycloisomerization , bimetallic strip , chemistry , catalysis , diels–alder reaction , bicyclic molecule , lewis acids and bases , combinatorial chemistry , stereochemistry , organic chemistry

We report the combination of transition‐metal‐catalyzed diversified cycloisomerization of 1,6‐enynes with chiral Lewis acid promoted asymmetric Diels–Alder reaction to realize asymmetric cycloisomerization/Diels–Alder relay reactions of 1,6‐enynes with electron‐deficient alkenes. A broad spectrum of chiral [5,6]‐bicyclic products could be acquired in high yields (up to 99 %) with excellent diastereoselectivy (>19:1 dr) and enantioselectivity (up to 99 % ee ).

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