Helvetica chimica acta

Glycosylphosphonates of 2??Amino??2??deoxy??aldoses. Synthesis of a Phosphonate Analogue of Lipid X

K Briner, A Vasella

文献索引：Briner, Karin; Vasella, Andrea Helvetica Chimica Acta, 1987 , vol. 70, p. 1341 - 1356

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被引用次数: 48

摘要

Abstract A preparation of glycosylphosphonates (27, 28, 36, 38, and 39) from 2-azido-2- deoxy-glycoses (26, 35, and 37) and the synthesis of the non-isosteric phosphonate analogue 3a of lipid X (2) are described. The 2-azido group was introduced by azidonitration. Treatment of the 1-O-acetyl-2-azido-2-deoxy-β-D-galactopyranose 22 with 1.5-3 equiv. of P (OMe) 3 and 1.2-2.5 equiv. of TfOSiMe 3 gave mainly recovered starting ...