Short Synthesis of (+)‐Cylindricine C by Using a Catalytic Asymmetric Michael Reaction with a Two‐Center Organocatalyst | Zendy

Shibuguchi Tomoyuki | Zendy; Mihara Hisashi | Zendy; Kuramochi Akiyoshi | Zendy; Sakuraba Shun | Zendy; Ohshima Takashi | Zendy; Shibasaki Masakatsu | Zendy

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Short Synthesis of (+)‐Cylindricine C by Using a Catalytic Asymmetric Michael Reaction with a Two‐Center Organocatalyst

Author(s) -

Shibuguchi Tomoyuki,

Mihara Hisashi,

Kuramochi Akiyoshi,

Sakuraba Shun,

Ohshima Takashi,

Shibasaki Masakatsu

Publication year - 2006

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.200601722

Subject(s) - michael reaction , tartrate , center (category theory) , chemistry , catalysis , tandem , salt (chemistry) , selectivity , organocatalysis , enantioselective synthesis , organic chemistry , materials science , composite material , crystallography

Two for the price of one : The total synthesis of (+)‐cylindricine C has been achieved in six steps using a catalytic asymmetric Michael reaction and tandem cyclization. A newly designed two‐center organocatalyst gives good selectivity in this Michael reaction. TaDiAS=tartrate‐derived diammonium salt.

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