Collective Syntheses of <i>Corynanthe</i> Alkaloids Based on a Chirality-Tunable Structure Unit
A novel strategy based on a common intermediate bearing a chirality-tunable structure unit for the collective syntheses of corynantheine-type and heteroyohimbine-type alkaloids has been developed. Key transformations of the synthetic strategy are a sequential nucleophilic C-N bond formation/Mannich-type cyclization to construct the highly functional C/D rings, a stereocontrolled introduction of the C15 and C20 chiral centers based on the chirality-tunable structure unit, and an amine-directed addition of Me<sub>3</sub>Al to construct the C18 methyl group.
Authors
- Tongqi Liu
- Zhenrui Huang
- Xiaodong Yang (ORCID: https://orcid.org/0000-0002-8466-5418)
- Wen Chen (ORCID: https://orcid.org/0000-0002-7782-3879)
- Hongbin Zhang (ORCID: https://orcid.org/0000-0002-2516-2634)
- Shuai Cheng
Institutions
- Yunnan University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-10-08
- DOI
- https://doi.org/10.1021/acs.orglett.4c03177
- Citations
- 5
- Primary Topic
- Chemical synthesis and alkaloids
- Type
- article
- Field-Weighted Citation Impact
- 1.25
Funders
- National Natural Science Foundation of China
- People's Government of Yunnan Province