Organic Chemistry Portal

Abstracts

Search:

Exploring Substrate Scope of Shi-Type Epoxidations

Natalia Nieto, Ian J. Munslow, Héctor Fernández-Pérez, Anton Vidal-Ferran*

*Institute of Chemical Research of Catalonia (ICIQ), Avgda. Països Catalans 16, 43007 Tarragona, Spain, Email: avidaliciq.es

N. Nieto, I. J. Munslow, H. Fernández-Pérez, A. Vidal-Ferran, Synlett, 2008, 2856-2858.

DOI: 10.1055/s-0028-1083545


Abstract

Enantioselective epoxidations of alkenes were achieved using a Shi-type carbohydrate-derived hydrate and Oxone. The chiral platform provided by the catalyst tolerates a wide range of substituents providing high yields and enantioselectivities. However, styrene derivatives were only converted with poor selectivities.

see article for more examples



Key Words

Epoxides, Organocatalysis, Oxone, Shi Epoxidation


ID: J60-Y2008-3500