Atropo- and Diastereoselective Construction of Tetracyclic Biphenylazepinium Salts Derived from Aminoalcohols: Use as Catalysts in Enantioselective Asymmetric Epoxidation

作者：Page Philip C Bulman^*; Pearce Christopher A; Chan Yohan; Parker Phillip; Buckley Benjamin R; Rassias Gerasimos A; Elsegood Mark R J

来源：Journal of Organic Chemistry, 2015, 80(16): 8036-8045.

DOI：10.1021/acs.joc.5b01157

A range of new biphenylazepinium salt organocatalysts effective for asymmetric epcondation 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, tetracydic iminium salts were obtained as single diastereoisomers through an atroposelective oxazolidine formation.

• 出版日期2015-8-21