Tetrahedron Letters p. 6461 - 6464 (1989)
Update date:2022-07-29
Topics:
Herndon
Wu
A stereoselective method for the conversion of a tributyltin group at an unactivated carbon atom has been achieved. Reaction with bromine leads to preferential cleavage of a butyl group, giving an alkylbromodibutylstannane. Subsequent reaction with basic peroxide leads to preferential cleavage of the more-substituted carbon-tin bond and formation of the corresponding alcohol with retention of configuration.
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(1990)