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Oxazaborolidines and Dioxaborolidines in Enantioselective Catalysis
Author(s) -
Lohray Braj B.,
Bhushan Vidya
Publication year - 1992
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199207291
Subject(s) - enantioselective synthesis , ketone , chemistry , catalysis , ring (chemistry) , adduct , organic chemistry
Enantioselective ketone reductions, allyl additions, and Diels—Alder reactions [for example Eq. (a)] are only a few of the reactions catalyzed by chiral oxazaborolidines and dioxaborolidines, which are sometimes produced in situ. A further application is described by Bringmann and Hartung on p. 761. They used adducts of oxazaborolidines and BH 3 for the atropo‐enantioselective ring opening of lactones to obtain rotationally hindered biaryls. These are also becoming more and more important as chiral auxiliaries.