Highly Diastereoselective Preparation of anti-1,2-Diols by Catalytic Addition of Alkynylsilanes to α-Silyloxyaldehydes

Kanicha Sa-ei and John Montgomery*
Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109
Org. Lett., 2006, 8 (20), pp 4441–4443
DOI: 10.1021/ol061579u
Publication Date (Web): August 29, 2006
Copyright © 2006 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.

, jmontg@umich.edu

Abstract

Abstract Image

The catalytic, diastereoselective coupling of α-silyloxy aldehydes and alkynylsilanes catalyzed by a nickel(0) N-heterocyclic carbene complex provides an effective entry to anti-1,2-diols. The scope of couplings and extent of diastereoselection are excellent across a range of substrates.

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History

  • Published In Issue September 28, 2006
  • Received June 27, 2006

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