Enantiospecific syntheses of (3S,4R)- and (3S,4R,7S)-diastereoisomers of goniofufurone

Tony K.M. Shing, Hon Chung Tsui

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

D-Mannose has been converted by six sequential reactions (acetonation, Wittig-intramolecular Michael reaction, selective deacetonation, glycol cleavage oxidation and Grignard reaction) into the methyl esters 9 and 10 which underwent a de-isopropylidenation reaction with concommitant lactonisation to give the (3S,4R)- and (3S,4R,7S)-diastereoisomers of goniofufurone 1 and 2.

Original languageEnglish
Pages (from-to)1269-1274
Number of pages6
JournalTetrahedron: Asymmetry
Volume5
Issue number7
DOIs
Publication statusPublished - 1994 Jul

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ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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