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Antibody‐Catalyzed Enantioselective Norrish Type II Cyclization
Author(s) -
Saphier Sigal,
Sinha Subhash C.,
Keinan Ehud
Publication year - 2003
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.200390353
Subject(s) - diradical , enantioselective synthesis , chemistry , catalysis , fragmentation (computing) , stereochemistry , medicinal chemistry , organic chemistry , biology , ecology , physics , nuclear physics , singlet state , excited state
Excellent enantioselectivity (up to 96 % ee ) was attained in an antibody‐catalyzed photochemical Norrish type II reaction, which proceeded via the intermediate diradical 1 to produce the cyclobutanols 4 (absolute stereochemistry unknown). Use of the antibody was shown to alter the course of the reaction by favoring formation of the cyclization product 4 over the fragmentation products 2 and 3 .