Journal
TETRAHEDRON LETTERS
Volume 46, Issue 22, Pages 3797-3799Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.03.192
Keywords
poly(ethylene glycol) (PEG); dihydropyrones; Danishefsky's diene; Hetero-Diels-Alder reaction; liquid-phase synthesis
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General and efficient methods for the construction of 2-aryl-5-methoxylcarbonyl-dihydropyrones on soluble polymer support have been developed. The hetero-Diels-Aider reaction of aldehydes with poly(ethylene glycol) (PEG)-bound Danishefsky's diene derived from PEG-bound acetoacetate, followed by cleavage from the support, afforded 2-aryl-5-methoxylcarbonyl-dihydropyrones. The products were obtained in good yields and high enantioselectivities. (c) 2005 Elsevier Ltd. All rights reserved.
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