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
Org. Lett., 2001, 3 (23), pp 3789–3790
DOI: 10.1021/ol016779e
Publication Date (Web): October 20, 2001
Copyright © 2001 American Chemical Society
*

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

, chandran@purdue.edu

Abstract

Abstract Image

A rare hydroboration−oxidation providing 3°-alcohols has been achieved in the case of 1,1,2-perfluoroalkyl(aryl)ethylenes. The hydroboration of substituted perfluoroalkyl(aryl)ethylenes with dichloroborane reveals that the regioselectivity does not entirely depend on the electronics of the fluoroolefins.

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History

  • Published In Issue November 15, 2001
  • Received September 19, 2001

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