| 掌性5-(1-孟氧基)-3,4-二溴-2-(5H)-呋喃酮的光学片合成及新的串联不对称Michael加成消除反应 |
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| 引用本文： | 陈庆华,GENG ZHE.掌性5-(1-孟氧基)-3,4-二溴-2-(5H)-呋喃酮的光学片合成及新的串联不对称Michael加成消除反应[J].有机化学,1993,13(3):299-300. |
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| 作者姓名： | 陈庆华 GENG ZHE |
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| 作者单位： | 北京师范大学化学系 |
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| 摘 要： | 手性γ-孟氧基丁烯酸交酯在构成各种杂环化合牧天然产物中起重要作用.本文报道了一些新的γ-孟氧基丁烯交酯的新的手性源的制备和研究了它们的不对称反应.
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| 关 键 词： | 消除反应 加成反应 丁烯酸 P 迈克尔反应 交酯 孟烷 P 不对称反应 |
Optically pure synthesis and a novel tandem asymmetric michael addition-elimination reaction of chiral 5-(1-menthyloxy)-3,4-dibromo-2- (5H)-furanone |
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| Abstract: | The title compound I (M* = 1-menthyl) was prepared by bromination of furfural, followed by tautomerization, etherification with (-)-menthol, and crystallization- epimerization. A new asym. tandem Michael addition- reaction of I with thiols and amines was investigated. E.g., reaction of I and RSH (R = Ph, PhCH2, furfuryl, n-C5H11) in CH2Cl2/Et3N gave thiofuranones II. |
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| Keywords: | ELIMINATION REACTION ADDITION REACTION BUTENOIC ACID P LACTIDES |
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