Collective Syntheses of Alkaloids Based on a Chirality-Tunable Structure Unit.
作者信息
Liu Tongqi, Huang Zhenrui, Cheng Shuai, Chen Wen, Yang Xiaodong, Zhang Hongbin
机构信息
Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan Key Laboratory of Research and Development for Natural Products, Yunnan Characteristic Plant Extraction Laboratory, School of Pharmacy, Yunnan University, Kunming, Yunnan 650500, P. R. China.
出版信息
Org Lett. 2024 Oct 18;26(41):8803-8809. doi: 10.1021/acs.orglett.4c03177. Epub 2024 Oct 8.
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 MeAl to construct the C18 methyl group.
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