Carbohydrate Research

Regioselective monoalkylations of the vicinal cis-diol group in mannopyranosides using diaryldiazoalkanes-tin (II) chloride

S Petursson, JM Webber

文献索引：Petursson, Sigthor; wEbber, John M. Carbohydrate Research, 1982 , vol. 103, p. 41 - 52

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被引用次数: 22

摘要

Abstract Highly regioselective monoalkylations of the cis-2, 3-diol group in mannopyranosides can be achieved with diaryldiazoalkanes in the presence of catalytic amounts of tin (II) chloride. With diazo (diphenyl) methane (1), its 4, 4′-dimethyl (2) and 4, 4′-dichloro (3) derivatives, and 9-diazofluorene (5), methyl 4, 6-O-benzylidene-α-d- mannopyranoside gave high yields of the respective 3-diarylmethyl ethers. By contrast, ...