Practical synthesis of all inositol stereoisomers from myo-inositol

Sung Kee Chung, Yong Uk Kwon

Research output: Contribution to journalArticlepeer-review

27 Scopus citations

Abstract

Synthesis of six inositol stereoisomers was successfully carried out via conduritol intermediates prepared from myo-inositol. Dihydroxylation and epoxidation followed by ring opening of the conduritol B, C and F derivatives gave epi-, allo-, muco-, neo-, DL-chiro- and scyllo-inositol. The cis- inositol derivative, which may not be prepared by this approach, was synthesized in 5 steps via 2-O-benzoyl-myo-inositol orthoformate as the key intermediate.

Original languageEnglish
Pages (from-to)2135-2140
Number of pages6
JournalBioorganic and Medicinal Chemistry Letters
Volume9
Issue number15
DOIs
StatePublished - 2 Aug 1999

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