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膦催化的α,β-不饱和亚胺与烯丙基碳酸酯之间的[4 + 1]环化反应:2-吡咯啉的合成。

Phosphine-catalyzed [4 + 1] annulation between α,β-unsaturated imines and allylic carbonates: synthesis of 2-pyrrolines.

机构信息

The State Key Laboratory of Elemento-Organic Chemistry and Department of Chemistry, Nankai University, Tianjin 300071, People's Republic of China.

出版信息

J Org Chem. 2011 Apr 1;76(7):2374-8. doi: 10.1021/jo200164v. Epub 2011 Mar 9.

Abstract

In this report, a phosphine-catalyzed [4 + 1] annulation between α,β-unsaturated imines and allylic carbonates is described. This reaction represents the first realization of catalytic [4 + 1] cyclization of 1,3-azadienes with in situ formed phosphorus ylides, which provides highly efficient and diastereoselective synthesis of 2-pyrrolines.

摘要

在本报告中,描述了一种膦催化的α,β-不饱和亚胺与烯丙基碳酸酯的[4 + 1]环化反应。该反应代表了首例通过原位生成的磷叶立德实现 1,3-偶氮二烯的催化[4 + 1]环化,为高效和立体选择性合成 2-吡咯啉提供了新途径。

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