Solid-phase domino syntheses of functionalized tetronates with Ph3P=C=C=O

Domino addition-Wittig olefination reactions of alpha-hydroxy esters immobilized on polystyrene with Ph3P=C-C=O to give resin-bound tetronates proceed as readily as in solution. alpha-Hydroxy allyl esters can react to give either supported allyl tetronates or the corresponding Claisen-rearranged 3-a...

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Published inTetrahedron letters Vol. 44; no. 34; pp. 6449 - 6451
Main Authors Schobert, R, Jagusch, C
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 18.08.2003
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
HIV-1 PROTEASE
INHIBITORS
HETEROCYCLES
ACIDS
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Summary:Domino addition-Wittig olefination reactions of alpha-hydroxy esters immobilized on polystyrene with Ph3P=C-C=O to give resin-bound tetronates proceed as readily as in solution. alpha-Hydroxy allyl esters can react to give either supported allyl tetronates or the corresponding Claisen-rearranged 3-allyltetronic acids, depending on conditions. (C) 2003 Elsevier Ltd. All rights reserved.
ISSN:0040-4039
DOI:10.1016/S0040-4039(03)01582-X