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膦催化的γ-取代烯酸酯与共轭二烯的区域发散性环化反应。

Phosphine-catalyzed regiodivergent annulations of γ-substituted allenoates with conjugated dienes.

作者信息

Gan Zhenjie, Gong Yanchuan, Chu Yunpeng, Li Er-Qing, Huang You, Duan Zheng

机构信息

College of Chemistry and Molecular Engineering, International Phosphorus Laboratory, International Joint Research Laboratory for Functional Organophosphorus Materials of Henan Province, Zhengzhou University, Zhengzhou 450001, P. R. China.

State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, P. R. China.

出版信息

Chem Commun (Camb). 2019 Sep 4;55(68):10120-10123. doi: 10.1039/c9cc05207k. Epub 2019 Aug 6.

Abstract

A phosphine catalyzed regiodivergent annulation of γ-substituted allenoates with conjugated dienes is reported, and highly functionalized cyclohexenes or cyclopentenes were obtained in high yields and regioselectivities. This transformation takes advantage of mild conditions, wide substrate scope and significant functional group tolerance. The high regioselectivity can be achieved by tuning the nucleophilicity of the phosphine catalyst.

摘要

报道了一种膦催化的γ-取代的烯酸酯与共轭二烯的区域发散性环化反应,以高收率和区域选择性得到了高度官能化的环己烯或环戊烯。该转化反应具有条件温和、底物范围广和官能团耐受性强的优点。通过调节膦催化剂的亲核性可以实现高区域选择性。

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