Tetrahedron

Syntheses of novel hydroxylamine carbanucleosides

MJ Mulvihill, MJ Miller

文献索引：Mulvihill, Mark J.; Miller, Marvin J. Tetrahedron, 1998 , vol. 54, # 24 p. 6605 - 6626

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被引用次数: 31

摘要

Enantiomerically pure 4′-hydroxylamino-adenine-derived carbanucleosides have been synthesized as isosteric 4′-hydroxymethyl analogs to carbovir, ddA, and aristeromycin. The key steps in the syntheses involved an enzymatic desymmetrization, two subsequent Mitsunobu reactions, and a highly diastereoselective ruthenium tetroxide-mediated dihydroxylation, overcoming the syn-directing effect seen in osmium tetroxide-mediated ...