Organocatalyzed Highly Diastereo‐ and Enantioselective Tandem Sulfa‐Michael–Mannich Reaction of 2‐Mercaptoquinoline‐3‐carbaldimines with Maleimides | Zendy

Wu Lulu | Zendy; Wang Youming | Zendy; Song Haibin | Zendy; Tang Liangfu | Zendy; Zhou Zhenghong | Zendy; Tang Chuchi | Zendy

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Organocatalyzed Highly Diastereo‐ and Enantioselective Tandem Sulfa‐Michael–Mannich Reaction of 2‐Mercaptoquinoline‐3‐carbaldimines with Maleimides

Author(s) -

Wu Lulu,

Wang Youming,

Song Haibin,

Tang Liangfu,

Zhou Zhenghong,

Tang Chuchi

Publication year - 2014

Publication title -

chemcatchem

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.497

H-Index - 106

eISSN - 1867-3899

pISSN - 1867-3880

DOI - 10.1002/cctc.201300993

Subject(s) - enantioselective synthesis , stereocenter , domino , quinoline , stereoselectivity , yield (engineering) , chemistry , tandem , mannich reaction , organocatalysis , organic chemistry , michael reaction , combinatorial chemistry , cascade reaction , catalysis , materials science , metallurgy , composite material

A highly diastereo‐ and enantioselective organocatalyzed domino sulfa‐Michael–Mannich reaction of 2‐mercaptoquinoline‐3‐carbaldimines with maleimides has been developed. This approach provides a convenient and efficient access to multifuntionalized tetracyclic quinoline derivatives with three contiguous stereocenters in high yield with excellent stereoselectivity (up to >99:1 dr and >99 % ee ).

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