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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.