Antibody‐Catalyzed Enantioselective Norrish Type II Cyclization | Zendy

Saphier Sigal | Zendy; Sinha Subhash C. | Zendy; Keinan Ehud | Zendy

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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 .

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