Ring-selective syntheses of homochiral oxepanes and tetrahydropyrans from carbohydrates via intramolecular nitrone or nitrile oxide cycloadditions

Tony K.M. Shing, Wing Chuen Fung, Ching Hung Wong

Research output: Contribution to journalArticle

45 Citations (Scopus)

Abstract

Intramolecular 1,3-dipolar cycloadditions of nitrones formed from 3-O-allyl-1,2-O-isopropylidene-α-D-pentodialdofuranoses afford oxepanes or tetrahydropyrans selectively whereas the intramolecular cycloadditions of nitrile oxides derived from the same aldehydes give exclusively tetrahydropyrans.

Original languageEnglish
Pages (from-to)449-450
Number of pages2
JournalJournal of the Chemical Society, Chemical Communications
Issue number4
DOIs
Publication statusPublished - 1994 Dec 1

ASJC Scopus subject areas

  • Molecular Medicine

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