Abstract
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.
| Original language | English |
|---|---|
| Pages (from-to) | 6669-6678 |
| Number of pages | 10 |
| Journal | Journal of Organic Chemistry |
| Volume | 80 |
| Issue number | 13 |
| DOIs | |
| Publication status | Published - 2015 Jul 2 |
ASJC Scopus subject areas
- Organic Chemistry
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Shih, Y. C., Tsai, P. H., Hsu, C. C., Chang, C. W., Jhong, Y., Chen, Y. C., & Chien, T. C. (2015). Biomimetic Approach toward the Total Synthesis of rac-2-(Acylmethylene)pyrrolidine Alkaloids. Journal of Organic Chemistry, 80(13), 6669-6678. https://doi.org/10.1021/acs.joc.5b00836