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

Department of Chemistry, University of Michigan, Ann Arbor, Michigan, United States
Organic Letters (Impact Factor: 6.36). 10/2006; 8(20):4441-3. DOI: 10.1021/ol061579u
Source: PubMed


The catalytic, diastereoselective coupling of alpha-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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