Synthesis of (+)-galactostatin and (+)-1-deoxygalactostatin utilizing L-quebrachitol as a chiral building block

Noritaka Chida, Tetsuya Tanikawa, Takahiko Tobe, Seiichiro Ogawa

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

The stereoselective conversion of the naturally occurring optically active cyclitol, L-quebrachitol 1, into galactosidase inhibitors, (+)-galactostatin 2 and (+)-1-deoxygalactostatin 3 is described; the key steps in this synthesis are (i) stereoselective introduction of an azido function and (ii) regioselective ring cleavage of the cyclohexane ring of 1 by way of the Baeyer-Villiger reaction.

Original languageEnglish
Pages (from-to)1247-1248
Number of pages2
JournalJournal of the Chemical Society, Chemical Communications
Issue number10
DOIs
Publication statusPublished - 1994 Dec 1

ASJC Scopus subject areas

  • Molecular Medicine

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