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Enantioselective Intramolecular Benzylic CH Bond Amination: Efficient Synthesis of Optically Active Benzosultams
Author(s) -
Ichinose Masami,
Suematsu Hidehiro,
Yasutomi Yoichi,
Nishioka Yota,
Uchida Tatsuya,
Katsuki Tsutomu
Publication year - 2011
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.201101801
Subject(s) - amination , enantioselective synthesis , intramolecular force , iridium , regioselectivity , chemistry , substrate (aquarium) , optically active , catalysis , alkyl , combinatorial chemistry , functional group , medicinal chemistry , stereochemistry , organic chemistry , biology , ecology , polymer
'Salen' along : The iridium(III)–salen complex 1 efficiently catalyzes the title reaction of 2‐ethylbenzenesulfonyl azides to give five‐membered sultams with high enantioselectivity. Other 2‐alkyl‐substitued substrates lead to five‐ and six‐membered sultams with high enantioselectivity; the regioselectivity depends upon the substrate and the catalyst used. EDG=electron‐donating group.
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