Synthesis of (±)-kuwanon V and (±)-dorsterone methyl ethers via Diels-Alder reaction期刊界 All Journals 搜尽天下杂志传播学术成果专业期刊搜索期刊信息化学术搜索

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Synthesis of (±)-kuwanon V and (±)-dorsterone methyl ethers via Diels-Alder reaction

Authors:	Chin Fei CheeYean Kee Lee Michael JC BuckleNoorsaadah Abd Rahman

Institution:	^a Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia ^b Department of Pharmacy, University of Malaya, 50603 Kuala Lumpur, Malaysia

Abstract:	The mulberry Diels-Alder adducts, the pentamethyl ethers of kuwanon V 1a 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.

Keywords:	Diels-Alder Kuwanon V Dorsterone Chalcone
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