Synthesis and absolute configuration of the naturally occurring cyano glucoside simmondsin

Noritaka Chida, Ken Yamada, Seiichiro Ogawa

Research output: Contribution to journalArticlepeer-review

13 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)1131-1137
Number of pages7
JournalJournal of the Chemical Society, Perkin Transactions 1
Issue number9
DOIs
Publication statusPublished - 1992

ASJC Scopus subject areas

  • Chemistry(all)

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