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吴隆民

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期刊论文

Ring opening of 2,3-epoxy phenyl ketones upon reaction with nitric oxide

吴隆民Zhongquan Liua Rui Lia Desuo Yang ab and Longmin Wu a*

Tetrahedron Letters 45(2004)1565-1566,-0001,():

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摘要/描述

Epoxide rings of 2,3-epoxy phenyl ketones were cleaved by nitric oxide, affording regioselectively the C-3 ring-opened products, erythro-a-hydroxyl nitrates (2), in a highly syn-selective manner (isolated yield of the erythro products up to 91%). Products were identified by NMR, MS, and X-ray crystallography. The reaction is assumed to be initiated by NO2, unlike a nucleophilic attack.

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