Journal
TETRAHEDRON LETTERS
Volume 52, Issue 15, Pages 1797-1799Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.02.023
Keywords
Diels-Alder, Kuwanon V; Dorsterone; Chalcone
Categories
Funding
- Ministry of Science, Technology and Innovation
- Ministry of Higher Education
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The mulberry Diels-Alder adducts, the pentamethyl ethers of kuwanon Via and dorsterone 2a were synthesised via a biomimetic intermolecular [4+2] cycloaddition reaction between a highly electron-rich dienophile and a Lewis acid sensitive diene derived from chalcone. Cycloaddition under thermal conditions afforded 1a and 2a (in 3:2 ratio). Cycloaddition catalysed by AgOTf/Bu4NBH4 gave higher yields of the adducts. (C) 2011 Elsevier Ltd. All rights reserved.
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