Synthesis and biological evaluation of sugars containing α,β-unsaturated γ-lactones

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Title

Synthesis and biological evaluation of sugars containing α,β-unsaturated γ-lactones

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The University of Auckland Library

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ResearchSpace@Auckland

Description

The stereocontrolled synthesis of new sugar derivatives carrying the α,β-unsaturated δ-lactone (butenolide) moiety is described. Sugar-fused or sugar-linked butenolides can be constructed by an efficient reaction sequence involving Wittig olefination of 3- or 5-keto sugars and intramolecular cyclization of the intermediate γ-hydroxy α,β-unsaturated esters. The antimicrobial activities of the products and that of a known sugar-derived pyranoid α,β-unsaturated δ-lactone were investigated agains...

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Format

Research paper

Research format

Journal article

Date created

2008-12

Creator

Xavier, NM / Silva, S / Madeira, PJA / Helena Florêncio, M / Oliveira, Maria / Justino, J / Thiem, J / Rauter, AP

URL

http://hdl.handle.net/2292/21631

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