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

Tony Kung Ming Shing, Wing Chuen Fung, Ching Hung Wong

Research output: Contribution to journal › Article

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
Externally publishedYes

Fingerprint

Nitriles
Cycloaddition
Cycloaddition Reaction
Carbohydrates
Oxides
Aldehydes
nitrones
propylene

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Ring-selective syntheses of homochiral oxepanes and tetrahydropyrans from carbohydrates via intramolecular nitrone or nitrile oxide cycloadditions. / Shing, Tony Kung Ming; Fung, Wing Chuen; Wong, Ching Hung.

In: Journal of the Chemical Society, Chemical Communications, No. 4, 01.12.1994, p. 449-450.

Research output: Contribution to journal › Article

Shing, TKM, Fung, WC & Wong, CH 1994, 'Ring-selective syntheses of homochiral oxepanes and tetrahydropyrans from carbohydrates via intramolecular nitrone or nitrile oxide cycloadditions', Journal of the Chemical Society, Chemical Communications, no. 4, pp. 449-450. https://doi.org/10.1039/C39940000449
Shing TKM, Fung WC, Wong CH. Ring-selective syntheses of homochiral oxepanes and tetrahydropyrans from carbohydrates via intramolecular nitrone or nitrile oxide cycloadditions. Journal of the Chemical Society, Chemical Communications. 1994 Dec 1;(4):449-450. https://doi.org/10.1039/C39940000449
Shing, Tony Kung Ming ; Fung, Wing Chuen ; Wong, Ching Hung. / Ring-selective syntheses of homochiral oxepanes and tetrahydropyrans from carbohydrates via intramolecular nitrone or nitrile oxide cycloadditions. In: Journal of the Chemical Society, Chemical Communications. 1994 ; No. 4. pp. 449-450.
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