Bifunctional Organo/Metal Cooperatively Catalyzed [3 + 2] Annulation of para-Quinone Methides with Vinylcyclopropanes: Approach to Spiro[4.5]deca-6,9-diene-8-ones,Organic Letters

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Bifunctional Organo/Metal Cooperatively Catalyzed [3 + 2] Annulation of para-Quinone Methides with Vinylcyclopropanes: Approach to Spiro[4.5]deca-6,9-diene-8-ones
Organic Letters ( IF 4.9 ) Pub Date : 2016-07-05 00:00:00 , DOI: 10.1021/acs.orglett.6b01512
Zhenbo Yuan ₁ , Weiwei Wei ₁ , Aijun Lin ₁ , Hequan Yao ₁

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A novel [3 + 2] annulation between para-quinone methides and vinylcyclopropanes for the synthesis of spiro[4.5]deca-6,9-diene-8-ones has been described. The palladium and phosphine–thiourea cooperative catalysis system played an important role in high yields and diastereoselectivities. The reaction exhibited good functional group tolerance and scalability.

中文翻译：

双功能有机/金属协同催化[3 + 2]对-醌醌与乙烯基环丙烷的环化反应：制备螺[4.5] deca-6,9-diene-8-ones

描述了一种新型的[3 + 2]对位甲基化甲烷和乙烯基环丙烷之间的环合反应，用于合成螺[4.5] deca-6,9-二烯-8-one。钯和膦-硫脲的协同催化系统在高产率和非对映选择性方面发挥了重要作用。该反应表现出良好的官能团耐受性和可扩展性。

更新日期：2016-07-05

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