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Merck

Highly diastereoselective preparation of anti-1,2-diols by catalytic addition of alkynylsilanes to alpha-silyloxyaldehydes.

Organic letters (2006-09-22)
Kanicha Sa-ei, John Montgomery
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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.

MATERIALS
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Sigma-Aldrich
Triisopropylsilane, 98%