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. 2006 Sep 28;8(20):4441-3.
doi: 10.1021/ol061579u.

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

Kanicha Sa-ei  1 , John Montgomery
Affiliations

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

Kanicha Sa-ei et al. Org Lett. .

Abstract

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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Figures

Scheme 1
Scheme 1
Conservation of enantioselectivity
See this image and copyright information in PMC

References

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