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Regio‐ and Enantioselective Cyclization of Epoxy Alcohols Catalyzed by a [Co III (salen)] Complex
Author(s) -
Wu Michael H.,
Hansen Karl B.,
Jacobsen Eric N.
Publication year - 1999
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/(sici)1521-3773(19990712)38:13/14<2012::aid-anie2012>3.0.co;2-h
Subject(s) - enantioselective synthesis , catalysis , metal salen complexes , epoxy , chemistry , polymer chemistry , organic chemistry
The intramolecular cyclization of epoxy alcohols was catalyzed with excellent regio‐ and enantiocontrol by a [Co III (salen)] complex. High endo selectivity was observed for the enantioselective cyclization of terminal epoxy alcohols [Eq. (a)], while the reaction of meso substrates produced novel cyclic and bicyclic ethers in good yields and high enantiopurity. TBME= tert ‐butyl methyl ether.