Catalytic Asymmetric Total Synthesis of Chimonanthine, Folicanthine, and Calycanthine through Double Michael Reaction of Bisoxindole | Zendy

Mitsunuma Harunobu | Zendy; Shibasaki Masakatsu | Zendy; Kanai Motomu | Zendy; Matsunaga Shigeki | Zendy

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Catalytic Asymmetric Total Synthesis of Chimonanthine, Folicanthine, and Calycanthine through Double Michael Reaction of Bisoxindole

Author(s) -

Mitsunuma Harunobu,

Shibasaki Masakatsu,

Kanai Motomu,

Matsunaga Shigeki

Publication year - 2012

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201201132

Subject(s) - stereocenter , vicinal , catalysis , steric effects , michael reaction , chemistry , benzoic acid , combinatorial chemistry , organic chemistry , stereochemistry , enantioselective synthesis

Direct access : Sterically hindered vicinal quaternary carbon stereocenters were constructed by catalytic enantio‐ and diastereoselective double Michael reaction, providing straightforward access to dimeric hexahydropyrroloindole alkaloids. A Mn(4‐fluorobenzoate) 2 /Schiff base complex and a Mg(OAc) 2 /benzoic acid system were used as catalysts.

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