Controlled syntheses of 12-oxo-PDA and its 13-epimer

作者: Yuichi Kobayashi , Michitaka Matsuumi

DOI: 10.1016/S0040-4039(02)00786-4

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摘要: Abstract Stereoselective synthesis of 12-oxo-PDA starting with (1 R ,3 S )-cyclopenten-1,3-diol monoacetate is accomplished. Key transformations are copper-catalyzed installation the C(1)–C(8) chain onto cyclopentene ring and construction C(14)–C(18) chain. Similarly, 13- epi -12-oxo-PDA was synthesized, its [ α ] D used to confirm purity (>95%) obtained by 1 H NMR spectroscopy. In addition, stability investigated eliminate possibility epimerization 13-epimer.

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