Rhodium(Ⅰ)-Catalyzed Stereospecific [3+2] Cycloadditions of Vinylaziridines and Ynamides

doi:10.6023/cjoc201701043

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (5): 1165-1172.DOI: 10.6023/cjoc201701043 Previous Articles Next Articles

ARTICLE

铑催化烯基氮杂环丙烷与炔胺的立体专一性[3+2]环加成反应(封面文章)

朱超泽, 冯见君, 张俊良

华东师范大学化学与分子工程学院上海 200062

收稿日期:2017-01-21 修回日期:2017-02-16 发布日期:2017-02-20
通讯作者: 冯见君,张俊良 E-mail:jjfeng@chem.ecnu.edu.cn;jlzhang@chem.ecnu.edu.cn
基金资助:
上海市扬帆计划（No.15YF1403600）和国家自然科学基金（Nos.21602062，21373088，21425205）资助项目.

Rhodium(Ⅰ)-Catalyzed Stereospecific [3+2] Cycloadditions of Vinylaziridines and Ynamides

Zhu Chaoze, Feng Jianjun, Zhang Junliang

School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062

Received:2017-01-21 Revised:2017-02-16 Published:2017-02-20
Contact: 10.6023/cjoc201701043 E-mail:jjfeng@chem.ecnu.edu.cn;jlzhang@chem.ecnu.edu.cn
Supported by:
Project supported by the Shanghai Sailing Program (No. 15YF1403600) and the National Natural Science Foundation of China (Nos. 21602062, 21373088, 21425205).

1. Rhodium(Ⅰ)-Catalyzed Stereospecific [3+2] Cycloadditions of Vinylaziridines and Ynamides.PDF(1367KB)

Abstract

The first rhodium-catalyzed stereospecific intermolecular [3+2] cycloaddition reaction of vinylaziridines with ynamides was realized. The salient features of the transformation include broad substrate scope, mild reaction condition, and simple operation. Moreover, the chirality of vinylaziridines can be completely transferred to the cycloadducts, representing an atom-economic and enantiospecific protocol for the construction of valuable 2-amino pyrroline derivatives.

Key words: transition-metal catalysis, cycloaddition, vinylaziridine, ynamides, nitrogen heterocycles

Cite this article

Zhu Chaoze, Feng Jianjun, Zhang Junliang. Rhodium(Ⅰ)-Catalyzed Stereospecific [3+2] Cycloadditions of Vinylaziridines and Ynamides[J]. Chin. J. Org. Chem., 2017, 37(5): 1165-1172.

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铑催化烯基氮杂环丙烷与炔胺的立体专一性[3+2]环加成反应(封面文章)

Rhodium(Ⅰ)-Catalyzed Stereospecific [3+2] Cycloadditions of Vinylaziridines and Ynamides

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