IBX-Mediated α-Hydroxylation of α-Alkynyl Carbonyl Systems. A Convenient Method for the Synthesis of Tertiary Alcohols

Stefan F. Kirsch*
Department Chemie, Technische Universitt Mnchen, Lichtenbergstr. 4, D-85747 Garching, Germany stefan.kirsch@ch.tum.de
J. Org. Chem., 2005, 70 (24), pp 10210–10212
DOI: 10.1021/jo051898j
Publication Date (Web): November 3, 2005
Copyright © 2005 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.

Abstract

Abstract Image

IBX (o-iodoxybenzoic acid) is an excellent reagent for the α-hydroxylation of α-alkynyl carbonyl compounds without giving dehydrogenation products. The convenient procedure proves to be useful for the construction of a variety of tertiary alcohols (55−91%) under mildly acidic conditions.

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History

  • Published In Issue November 25, 2005
  • Received September 9, 2005

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