An alternative synthesis of 1,1′-Bis-valienamine from d -glucose

Tony Kung Ming Shing, Hau M. Cheng

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

An alternative synthesis of 1,1′-bis-valienamine 5, which was demonstrated to be a potent trehalase inhibitor, has been achieved from d-glucose in 12 steps with 15% overall yield via enone 12 as the key intermediate, involving a direct aldol reaction of a glucose-derived diketone and a palladium-catalyzed allylic coupling reaction as the key steps.

Original languageEnglish
Pages (from-to)3522-3525
Number of pages4
JournalJournal of Organic Chemistry
Volume75
Issue number10
DOIs
Publication statusPublished - 2010 May 21
Externally publishedYes

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Trehalase
Glucose
Palladium
valienamine
3-hydroxybutanal

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

An alternative synthesis of 1,1′-Bis-valienamine from d -glucose. / Shing, Tony Kung Ming; Cheng, Hau M.

In: Journal of Organic Chemistry, Vol. 75, No. 10, 21.05.2010, p. 3522-3525.

Research output: Contribution to journalArticle

Shing, Tony Kung Ming ; Cheng, Hau M. / An alternative synthesis of 1,1′-Bis-valienamine from d -glucose. In: Journal of Organic Chemistry. 2010 ; Vol. 75, No. 10. pp. 3522-3525.
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