Tandem ring-closing metathesis/transfer hydrogenation: practical chemoselective hydrogenation of alkenes.

Autor: Connolly T; Bristol-Myers Squibb Research & Development , Department of Discovery Chemistry, 5 Research Parkway, Wallingford, Connecticut 06492, United States., Wang Z, Walker MA, McDonald IM, Peese KM
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2014 Sep 05; Vol. 16 (17), pp. 4444-7. Date of Electronic Publication: 2014 Aug 20.
DOI: 10.1021/ol5019739
Abstrakt: An operationally simple chemoselective transfer hydrogenation of alkenes using ruthenium metathesis catalysts is presented. Of great practicality, the transfer hydrogenation reagents can be added directly to a metathesis reaction and effect hydrogenation of the product alkene in a single pot at ambient temperature without the need to seal the vessel to prevent hydrogen gas escape. The reduction is applicable to a range of alkenes and can be performed in the presence of aryl halides and benzyl groups, a notable weakness of Pd-catalyzed hydrogenations. Scope and mechanistic considerations are presented.
Databáze: MEDLINE