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Download fileAtropo- and Diastereoselective Construction of Tetracyclic Biphenylazepinium Salts Derived from Aminoalcohols: Use as Catalysts in Enantioselective Asymmetric Epoxidation
journal contribution
posted on 2015-08-21, 00:00 authored by Philip C. Bulman
Page, Christopher
A. Pearce, Yohan Chan, Phillip Parker, Benjamin R. Buckley, Gerasimos A. Rassias, Mark R. J. ElsegoodA 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.
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AminoalcoholEnantioselective Asymmetric EpoxidationA rangediastereoisomerenantiocontrolTetracyclic Biphenylazepinium Salts Derivedenantiomericallyaminoalcoholparent structurebiphenylazepinium salt organocatalystsCatalystalkene epoxidationAtropooxazolidine ringtetracyclic iminium saltsDiastereoselective Constructionatroposelective oxazolidine formation
