Issue 9, 1992

Synthesis and absolute configuration of the naturally occurring cyano glucoside simmondsin

Abstract

The synthesis of the naturally occurring cyano glucoside simmondsin, 1, is reported. An optically active cyclitol, L-quebrachitol 2, was stereoselectively converted into the aglycone 19, which was condensed with D-glucose, followed by deprotection to provide simmondsin 1. This synthesis successfully determined the absolute configuration of the natural product.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1992, 1131-1137

Synthesis and absolute configuration of the naturally occurring cyano glucoside simmondsin

N. Chida, K. Yamada and S. Ogawa, J. Chem. Soc., Perkin Trans. 1, 1992, 1131 DOI: 10.1039/P19920001131

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