TY - JOUR
T1 - Atropo- and diastereoselective construction of tetracyclic biphenylazepinium salts derived from aminoalcohols: Use as catalysts in enantioselective asymmetric epoxidation
AU - Bulman Page, Philip C.
AU - Pearce, Christopher A.
AU - Chan, Yohan
AU - Parker, Phillip
AU - Buckley, Benjamin R.
AU - Rassias, Gerasimos A.
AU - Elsegood, Mark R.J.
PY - 2015/8/21
Y1 - 2015/8/21
N2 - A range of new biphenylazepinium salt organocatalysts effective for asymmetric epoxidation has been developed incorporating an additional substituted oxazolidine ring, and providing improved enantiocontrol in alkene epoxidation over the parent structure. Starting from enantiomerically pure aminoalcohols, tetracyclic iminium salts were obtained as single diastereoisomers through an atroposelective oxazolidine formation.
AB - A range of new biphenylazepinium salt organocatalysts effective for asymmetric epoxidation has been developed incorporating an additional substituted oxazolidine ring, and providing improved enantiocontrol in alkene epoxidation over the parent structure. Starting from enantiomerically pure aminoalcohols, tetracyclic iminium salts were obtained as single diastereoisomers through an atroposelective oxazolidine formation.
U2 - 10.1021/acs.joc.5b01157
DO - 10.1021/acs.joc.5b01157
M3 - Article
SN - 0022-3263
VL - 80
SP - 8036
EP - 8045
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
ER -