Organocatalytically Enantioselective Approach to Polysubstituted Tetrahydropyridines and Piperidines | Zendy

Yu Fang | Zendy; Zhang Xiaojing | Zendy; Jiang Yongwen | Zendy

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Organocatalytically Enantioselective Approach to Polysubstituted Tetrahydropyridines and Piperidines

Author(s) -

Yu Fang,

Zhang Xiaojing,

Jiang Yongwen

Publication year - 2011

Publication title -

chinese journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.28

H-Index - 41

eISSN - 1614-7065

pISSN - 1001-604X

DOI - 10.1002/cjoc.201180327

Subject(s) - chemistry , enantiopure drug , enantioselective synthesis , reductive amination , amination , organic chemistry , condensation , cascade , combinatorial chemistry , organocatalysis , catalysis , chromatography , physics , thermodynamics

A convenient and highly enantioselective method for assembly of functionalized 1,2,3,4,5‐pentasubstituted tetrahydropyridines and piperidines was developed. This method relies on preparing the required enantiopure cyclic semi‐acetals via an organocatalyzed Michael addition/cyclization cascade reaction of aldehydes and α ‐keto‐ α , β ‐unsaturated esters, and subsequent reductive amination/condensation with primary amines.

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