Bulky trialkylborohydrides

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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C07F 502

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active

040828107

ABSTRACT:
Borohydride hydrogenations using agents of the formula M[RR'R"BH] wherein M is a metal and R, R', and R" are each organic groups, at least one of them being a secondary or tertiary alkyl group, are described herein. These compounds are active hydrogenating agents which are particularly useful because they permit steric control of the hydrogenation of carbonyl groups, they permit selective hydrogenation of functional groups or, where one of the R groups is optically active, they permit stereoselective hydrogenation.

REFERENCES:
patent: 3163679 (1964-12-01), Koster
patent: 3867460 (1975-02-01), Corey
Brown, et al., JACS 91, 4304-4305, (1969).
Brown, et al., JACS 92, 709-710, (1970).
Binger, et al., Ann 717, 27 to 30, 37-39, (1968).
Brown, et al., JACS 75, 194-195, (1953).

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