N ‐Heterocyclic‐Carbene‐Catalyzed Stereoselective Annulations: An Efficient Strategy for the Synthesis of Chromeno[4,3‐ b ]pyrrolidine Derivatives | Zendy

Qi Jing | Zendy; Duan XiaoYong | Zendy; Cao LiLi | Zendy; Wang WenYing | Zendy

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N ‐Heterocyclic‐Carbene‐Catalyzed Stereoselective Annulations: An Efficient Strategy for the Synthesis of Chromeno[4,3‐ b ]pyrrolidine Derivatives

Author(s) -

Qi Jing,

Duan XiaoYong,

Cao LiLi,

Wang WenYing

Publication year - 2015

Publication title -

asian journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.846

H-Index - 44

eISSN - 2193-5815

pISSN - 2193-5807

DOI - 10.1002/ajoc.201500266

Subject(s) - pyrrolidine , chemistry , annulation , carbene , stereocenter , aldimine , catalysis , stereoselectivity , organocatalysis , stereochemistry , organic chemistry , combinatorial chemistry , medicinal chemistry , enantioselective synthesis

An N ‐heterocyclic‐carbene‐catalyzed annulation of alkynyl aldehydes and o ‐hydroxy aromatic aldimines for the construction of chromeno[4,3‐ b ]pyrrolidine derivatives has been developed. This cascade Michael/Mannich/lactonization process constructs three new bonds and three consecutive stereogenic centers in a single step with excellent diastereoselectivity and low catalyst loading.

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