期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 69, 期 25, 页码 8702-8708出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo048981b
关键词
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6-O-Trityl- (1a) and 6-(O-benzyl)-substituted epoxide (1b) derived from D-glucal were examined in their addition reactions with O-, C-, N-, and S-nucleophiles. A 1,4-regio- and beta-stereoselective or an anti 1,2-addition pathway is commonly observed depending on the ability of the nucleophile to coordinate with the oxirane oxygen. When TMSN3 or LiN3 are used as azide-based nucleophiles, a 1,2-syn-addition pathway is also observed,
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