Asymmetric Synthesis of Multicyclic Spiro‐1,3‐indandiones via a Cascade Michael/Michael Reaction of Curcumins and 2‐Arylidene‐1,3‐indandiones.
Asymmetric Synthesis of Multicyclic Spiro‐1,3‐indandiones via a Cascade Michael/Michael Reaction of Curcumins and 2‐Arylidene‐1,3‐indandiones.
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DOI：
10.1002/chin.201334047
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发表时间：
2013-04
期刊：
影响因子：
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通讯作者：
Nianhua Luo;Xiang Sun;Wentao Wei;Xue-jing Zhang;Ming Yan
中科院分区：
文献类型：
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作者：
Nianhua Luo;Xiang Sun;Wentao Wei;Xue-jing Zhang;Ming Yan
摘要研究了姜黄素与2-芳烯基-1,3-茚二酮的有机催化级联Michael/Michael反应。对脯氨酸醇、手性硫脲叔胺和金鸡纳生物碱作为催化剂进行了评价。奎宁被认为是这种转变的最佳催化剂。多环螺-1,3-吲哚二酮以中等至优异的收率、非对映选择性和对映选择性制备。
Abstract An organocatalytic cascade Michael/Michael reaction between curcumins and 2-arylidene-1,3-indandiones has been studied. Prolinol, chiral thiourea-tertiary amines, and cinchona alkaloids were evaluated as catalysts. Quinine was identified as the best catalyst for the transformation. Multicyclic spiro-1,3-indandiones were prepared in moderate to excellent yields, diastereoselectivities, and enantioselectivities.