Biomimetic Approach toward the Total Synthesis of rac-2-(Acylmethylene)pyrrolidine Alkaloids

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• 作者：Yu-Chiao Shih ; Pei-Hua Tsai ; Chia-Chun Hsu ; Chih-Wei Chang ; Yuandong Jhong ; Yun-Chung Chen ; Tun-Cheng Chien
• 刊名：Journal of Organic Chemistry
• 出版年：2015
• 出版时间：July 2, 2015
• 年：2015
• 卷：80
• 期：13
• 页码：6669-6678
• 全文大小：517K
• ISSN：1520-6904

文摘

2-(Acylmethylene)pyrrolidine derivatives were synthesized via intermolecular decarbonylative Mannich reaction from various methyl ketones and 1-alkyl-1-pyrroliniums, generated in situ from 1-alkylprolines. This approach mimics the biosynthetic pathway and provides a direct access to a series of 2-(acylmethylene)pyrrolidine alkaloids, including hygrine, N-methylruspolinone, dehydrodarlinine, and ruspolinone.