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

Tony K.M. Shing; Hau M. Cheng

doi:10.1021/jo100474p

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

Tony K.M. Shing, Hau M. Cheng

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

11 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 language	English
Pages (from-to)	3522-3525
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	75
Issue number	10
DOIs	https://doi.org/10.1021/jo100474p
Publication status	Published - 2010 May 21

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo100474p

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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.",

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AB - 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.

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

Abstract

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