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.
|Number of pages||7|
|Journal||Journal of the Chemical Society, Perkin Transactions 1|
|Publication status||Published - 1992|
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