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膦催化的多米诺反应:通往官能化双环骨架的一条途径。

Phosphine-catalyzed domino reactions: a route to functionalized bicyclic skeletons.

作者信息

Li Erqing, Huang You

机构信息

State Key Laboratory and Institute of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, Tianjin 300071 (P. R. China), Fax: (+86) 22-23503627.

出版信息

Chemistry. 2014 Mar 17;20(12):3520-7. doi: 10.1002/chem.201304003. Epub 2014 Feb 12.

DOI:10.1002/chem.201304003
PMID:24523030
Abstract

A novel strategy that involves phosphine-catalyzed sequential [2+3] and [3+2] annulation reactions was developed. In this domino reaction, γ-substituted allenoates were used as novel C4 synthons, and the bicyclic cyclopenta[b]dihydrofuran derivatives were produced in good to excellent diastereoselectivities and yields under mild conditions. Furthermore, preliminary studies on an asymmetric variant of this reaction proceeded with moderate enantioselectivity.

摘要

开发了一种涉及膦催化的顺序[2+3]和[3+2]环化反应的新策略。在这种多米诺反应中,γ-取代的烯酸酯被用作新型C4合成子,并且在温和条件下以良好至优异的非对映选择性和产率生成了双环环戊并[b]二氢呋喃衍生物。此外,对该反应的不对称变体的初步研究取得了中等的对映选择性。

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