4479-98-5Relevant articles and documents
Asymmetric Epoxidation of Unfunctionalized Olefins Using Novel Chiral Dihydroisoquinolinium Salts as Organocatalysts
Ali, K. Ben
, p. 638 - 646 (2021/06/02)
Abstract: Two new non-racemic chiral dihydroisoquinolinium salts with N-substituents bulkier than a methyl group have been synthesized from (1S,2R)-norephedrine. These salts were used to catalyze asymmetric epoxidation of a series of prochiral olefins. One of the two new catalysts provided higher enantioselectivities (up to 66% ee) than the reference salt containing an N-methyl substituent.
Atropo- and Diastereoselective Construction of Tetracyclic Biphenylazepinium Salts Derived from Aminoalcohols: Use as Catalysts in Enantioselective Asymmetric Epoxidation
Bulman Page, Philip C.,Pearce, Christopher A.,Chan, Yohan,Parker, Phillip,Buckley, Benjamin R.,Rassias, Gerasimos A.,Elsegood, Mark R. J.
, p. 8036 - 8045 (2015/09/01)
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.
Rhodium acetate-catalyzed aerobic Mukaiyama epoxidation of alkenes
Shabashov, Dmitry,Doyle, Michael P.
supporting information, p. 10009 - 10013 (2013/11/06)
Mukaiyama epoxidation of alkenes under oxygen catalyzed by rhodium acetate with isobutyraldehyde as the reducing agent is as or more effective than previously reported procedures. A variety of alkenes, including terpenes and cholesterol derivatives, were oxidized. And high regioselectivity for monoepoxidation was observed with neryl, geranyl, and linalyl acetates.