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膦催化水杨醛亚胺与马来酰亚胺的[4+1]环化反应及螺[苯并呋喃-2,3’-吡咯烷]衍生物的合成(英文) 被引量:6
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作者 杨梅 曹仕轩 贺峥杰 《有机化学》 SCIE CAS CSCD 北大核心 2019年第8期2235-2242,共8页
报道了一个膦催化水杨醛亚胺与马来酰亚胺的[4+1]环化反应,以44%~99%收率生成螺[苯并呋喃-2,3'-吡咯烷]衍生物.产物包含一对可经硅胶柱层析分离的syn和anti异构体(dr 1.6∶1~5∶1),由此提供了合成螺[苯并呋喃-2,3'-吡咯烷]简单... 报道了一个膦催化水杨醛亚胺与马来酰亚胺的[4+1]环化反应,以44%~99%收率生成螺[苯并呋喃-2,3'-吡咯烷]衍生物.产物包含一对可经硅胶柱层析分离的syn和anti异构体(dr 1.6∶1~5∶1),由此提供了合成螺[苯并呋喃-2,3'-吡咯烷]简单有效的方法.该反应起始于PPh3与马来酰亚胺原位形成非烯丙基磷叶立德活性中间体,经亲核加成/分子内取代的串联过程完成,代表了新的一例经此类磷叶立德完成的膦催化[4+1]环化反应. 展开更多
关键词 [4+1]环化反应 亚胺 马来酰亚胺 合成
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Phosphine-Catalyzed Annulations between Modified Allylic Derivatives and Polar Dienes and Substituent Effect on the Annulation Mode
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作者 Junjun Tian Haiyun Sun +1 位作者 Rong Zhou Zhengjie He 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2013年第10期1348-1351,共4页
in this work, the phosphine-catalyzed annulation reactions between modified allylic derivatives and polar 1,1-dicyano-1,3-dienes have been studied. In the catalysis of PPh3 (20 mol%), a [4 + 1 ] annulation reaction... in this work, the phosphine-catalyzed annulation reactions between modified allylic derivatives and polar 1,1-dicyano-1,3-dienes have been studied. In the catalysis of PPh3 (20 mol%), a [4 + 1 ] annulation reaction is realized between a series of l,l-dicyano-2,4-diaryl-1,3-dienes and ethoxycarbonyl-activated allylic acetate, producing polysubstituted cyclopentenes in modest to excellent yields. It is also observed that the substituents of both 1,3-dienes and allylic derivatives have a significant influence on the annulation mode: under the catalysis of PPh3 or PBu3 (20 mol%), regioselective [3 + 2] annulation products are formed from differently substituted substratcs. 展开更多
关键词 [4 1 ] annulation reaction [3 +2] annulation reaction phosphine catalysis CYCLOPENTENES DIENES
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