Paper
Fluorous dimethyl sulfide: a convenient, odorless, recyclable borane carrier.
Published Oct 10, 2002 · D. Crich, S. Neelamkavil
Organic letters
19
Citations
0
Influential Citations
Abstract
Borane gas and 2-(perfluorooctyl)ethyl methyl sulfide form a solid comprised of an approximately 1:1 mixture (fluorous BMS) of sulfide and the corresponding sulfide-borane. Fluorous BMS permits hydroboration of alkenes in a dichloromethane/perfluorinated hydrocarbon mixture with subsequent recycling of the fluorous sulfide by fluorous extraction. The use of fluorous BMS in the asymmetric reduction of ketones catalyzed by a chiral oxaborolidine catalyst, and in the reduction of other functional groups, is also reported. [reaction: see text]
Fluorous dimethyl sulfide (fluorous BMS) is a convenient, odorless, and recyclable borane carrier that can be used for hydroboration of alkenes and asymmetric reduction of ketones, among other applications.
Sign up to use Study Snapshot
Consensus is limited without an account. Create an account or sign in to get more searches and use the Study Snapshot.
Full text analysis coming soon...