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Regio‐ and Enantioselective Epoxidation of Dienes by a Chiral Dioxirane: Synthesis of Optically Active Vinyl cis ‐Epoxides
Author(s) -
Burke Christopher P.,
Shi Yian
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.200600840
Subject(s) - enantioselective synthesis , dioxirane , organic chemistry , chemistry , catalysis , ketone , conjugated system , epoxide , optically active , polymer
Putting the O into olefins : A highly regio‐ and enantioselective epoxidation of conjugated dienes was developed using glucose‐derived ketone 1 as catalyst and oxone (KHSO 5 ) as oxidant to form vinyl cis ‐epoxides (see scheme).