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Efficient Catalytic Deoxygenation of Epoxides Using [Tris(3,5-dimethylpyrazolyl)hydridoborato]rhenium Oxides

Kevin P. Gable* and Eric C. Brown

Department of Chemistry, Oregon State University, Corvallis, Oregon 97331-4003

Organometallics, 2000, 19 (5), pp 944–946

DOI: 10.1021/om990917a

Publication Date (Web): February 4, 2000

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

Abstract

In situ reduction of Tp‘ReO₃ (Tp‘ = tris(3,5-dimethylpyrazolyl)hydridoborate) using triphenylphosphine or triethyl phosphite allows generation of a reduced rhenium species that catalyzes efficient O atom transfer from epoxides to the stoichiometric phosphorus reductant at 75−105 °C. The reaction is stereospecific and proceeds most rapidly with cis- vs trans-alkenes. The choice of ligand is shown to impart advantages to design of the catalytic cycle.

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