1.
J Org Chem
; 78(16): 8074-82, 2013 Aug 16.
Article
in English
| MEDLINE
| ID: mdl-23862687
ABSTRACT
The first reported examples of kinetic resolution in epoxidation reactions using iminium salt catalysis are described, providing up to 99% ee in the epoxidation of racemic cis-chromenes.
Subject(s)
Epoxy Compounds/chemical synthesis , Imines/chemistry , Catalysis , Epoxy Compounds/chemistry , Kinetics , Molecular Conformation , Salts/chemistry , Stereoisomerism
2.
Org Lett
; 11(9): 1991-3, 2009 May 07.
Article
in English
| MEDLINE
| ID: mdl-19354231
ABSTRACT
Concise highly enantioselective three-step syntheses are described for (-)-(3'S)-lomatin and (+)-(3'S,4'R)-trans-khellactone from 7-hydroxycoumarin in 97% ee and in 57% and 58% overall yields, respectively, using nonaqueous enantioselective epoxidation by an iminium salt as the key step.