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中氮茚的选择性氢化:一种从森田-贝利斯-希尔曼加合物快速制备四氢中氮茚和中氮茚啶的方法。

Selective hydrogenation of indolizines: an expeditious approach to derive tetrahydroindolizines and indolizidines from morita-baylis-hillman adducts.

作者信息

Teodoro Bruno V M, Correia José Tiago M, Coelho Fernando

机构信息

Laboratory of Synthesis of Natural Products and Drugs, Institute of Chemistry, University of Campinas , P.O. Box 6154, 13083-970 Campinas, São Paulo, Brazil.

出版信息

J Org Chem. 2015 Mar 6;80(5):2529-38. doi: 10.1021/jo502471q. Epub 2015 Feb 13.

Abstract

In this study, we describe the hydrogenation of indolizines derived from Morita-Baylis-Hillman adducts. We demonstrate that functionalized tetrahydroindolizines and indolizidines can be prepared selectively, at low pressure, by simply adjusting the acidity of the medium. Using this simple and straightforward strategy, substituted tetrahydroindolizines and indolizidines were obtained diastereoselectively in high yield.

摘要

在本研究中,我们描述了源自森田-贝利斯-希尔曼加合物的中氮茚的氢化反应。我们证明,通过简单地调节介质的酸度,可在低压下选择性地制备功能化的四氢中氮茚和中氮茚啶。采用这种简单直接的策略,以非对映选择性的方式高产率地获得了取代的四氢中氮茚和中氮茚啶。

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