Identification of Reactive Intermediates for the Decarbonylative Reaction of 1-Alkylprolines

Yu Chiao Shih, Jing Shiuan Wang, Chia Chun Hsu, Pei Hua Tsai, Tun Cheng Chien*

*此作品的通信作者

研究成果: 雜誌貢獻期刊論文同行評審

4 引文 斯高帕斯(Scopus)

摘要

1-Alkylprolines undergo decarbonylative reactions with oxalyl chloride and subsequent Mannich reactions with nonactivated C-H nucleophiles to give 2-substituted pyrrolidines as Mannich adducts. We showed that 1-alkyl-1-pyrrolinium compounds are the reactive intermediates formed by the decarbonylative reactions of 1-alkylprolines. Our results also confirmed that an azomethine ylide, although unreactive toward the Mannich reaction and not involved in the decarbonylative Mannich reaction, can be generated by deprotonation of the corresponding 1-alkyl-1-pyrrolinium compound under mild conditions.

原文英語
文章編號st-2016-u0387-l
頁(從 - 到)2841-2845
頁數5
期刊Synlett
27
發行號20
DOIs
出版狀態已發佈 - 2016 十二月 15

ASJC Scopus subject areas

  • 有機化學

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