CAS: 98751-78-1; Paeonilactone B

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上下游产品

(3aS,5S,6R,7aS)-5,6-Dihydroxy-6-methyl-3-methylene-hexahydro-benzofuran-2-one acetic acid2-(1RS)-4-methylcyclohex-3-enylacetic acid (1R,5R)-8-Methyl-2-oxa-bicyclo[3.3.1]non-7-en-3-one ((1S,5S)-5-Hydroxy-4-methyl-cyclohex-3-enyl)-acetic acid methyl ester

合成工艺路线路线简述

    📜(-)-香芹酚置于chromium(Vi) Oxide,Sodium Hydroxide,9-Borabicyclo[3.3.1]Nonane Dimer,Amberlyst-15,草酰氯,偶氮二异丁腈,四溴化碳,Diazabucycloundecene,硫酸,双氧水,碘,三正丁基氢锡,Sodium Trimethoxyborohydride,乙酸酐,Tbuocro3H,Potassium Carbonate,二甲基亚砜,三乙胺,Lithium Diisopropyl Amide体系中,用 吡啶,甲醇,四氯化碳,乙醚,水,溶剂黄146,丙酮,苯 作为反应溶剂,化学反应 20.0H,反应生成 芍药内苷 B; (3Ar,6S,7Ar)-四氢-6-羟基-6-甲基-3-亚甲基-2,5(3H,4H)-苯并呋喃二酮
    参考文献:Efficient Synthesis Of Paeonilactone-A And-B From (-)-Carvone.
    标题:Efficient Synthesis Of Paeonilactone-A And-B From (-)-Carvone.
    摘要:首次从(-)-香芹酮出发,高效完成了芍药根中的微量成分--芍药内酯a与b的合成.
    DOI:10.1248/cpb.37.843

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    主要参考文献

    参考标题:The Preparation Of α-Alkylidene-γ-Butyrolactones Using A Telescoped Intramolecular Michael/olefination (Timo) Sequence: Synthesis Of (+)-Paeonilactone B
    作者:Michael G. Edwards,Martin N. Kenworthy,Russell R. A. Kitson,Alexis Perry,Mark S. Scott,Adrian C. Whitwood,Richard J. K. Taylor |发布日期:2008.10
    摘要:A Novel Telescoped Intramolecular Michael Addition/proton Transfer/hwe Olefination Sequence Has Been Developed To Provide Rapid Access To α-Alkylidene-γ-Butyrolactones. This Methodology Has Been Applied To Prepare A Range Of Tetrahydrobenzofuran-2,5-Diones, And Related Systems, And Also Utilised In An Extremely Short Synthesis Of The Natural Product (+)-Paeonilactone B In Enantiomerically Pure Form

    合成参考文献

    参考DOI号:10.1039/b009513n
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