Journal of Organic Chemistry p. 1784 - 1786 (1983)
Update date:2022-07-29
Topics:
Brown, Herbert C
Pai, Ganesh G.
B-3-Pinanyl-9-borabicyclo<3.3.1>nonane reduces aryl α-haloalkyl ketones to the corresponding halohydrins in nearly quantitative chemical yield and high optical induction.This reagent yields somewhat lower optical induction in the case of the aliphatic analogue, 1-bromo-3-methyl-2-butanone.The halohydrins can be converted to the corresponding chiral epoxides or dehalogenated to the parent alcohol with retention of optical activity.
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