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Asymmetric epoxidation of chiral allylic alcohols

✍ Scribed by Erwin G.J.C. Warmerdam; Adrianus M.C.H. van den Nieuwendijk; Johannes Brussee; Chris G. Kruse; Arne van der Gen

Publisher: Elsevier Science
Year: 1996
Tongue: English
Weight: 654 KB
Volume: 7
Category: Article
ISSN: 0957-4166
DOI: 10.1016/0957-4166(96)00327-8

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✦ Synopsis

Two series of chiral allylic alcohols, derived from c~,~-unsaturated cyanohydrins, were subjected to asymmetric epoxidation under a variety of conditions. Both achiral (organic peracid, metal-catalyzed peroxide) and chiral (Sharpless titanium-tartrate system) oxidants were applied. Several threo and all theoretically possible erythro epoxides were isolated in enantiomerically and diastereomerically pure form.

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