An Exceptional Hydroboration of Substituted Fluoroolefins Providing Tertiary Alcohols

P. Veeraraghavan Ramachandran* and Michael P. Jennings

*Herbert C. Brown Center for Borane Research, Department of Chemistry, Purdue University, West Lafayette, Indiana 47907-1393, Email: chandranpurdue.edu

P. V. Ramachandran, M. P. Jennings, Org. Lett., 2001, 3, 3789-3790.

DOI: 10.1021/ol016779e

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Abstract

A hydroboration-oxidation of 1,1,2-perfluoroalkyl(aryl)ethylenes with HBCl₂ provided 3°-alcohols. It seems that this rare selectivity of the hydroboration not entirely depends on the electronics of the fluoroolefins.

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Key Words

Brown Hydroboration

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ID: J54-Y2001-340