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- Title
Total Synthesis of Camptothecin and Related Natural Products by a Flexible Strategy.
- Authors
Li, Ke; Ou, Jinjie; Gao, Shuanhu
- Abstract
A flexible strategy for constructing natural products containing indolizinone or quinolizinone scaffolds and their analogues was developed, which was based on a cascade exo hydroamination followed by spontaneous lactamization. This method was applied in the total synthesis of camptothecin in nine steps in a new ring-forming approach. It was also used to efficiently prepare five biogenetically or structurally related natural alkaloids, including 22-hydroxyacuminatine, oxypalmatine, norketoyobyrine, naucleficine, and nauclefine, as well as 35 natural-product-like molecules. We believe that this method and the small-molecule library prepared with it can open new avenues for studying the bioactivity of camptothecin and Nauclea natural products.
- Subjects
CAMPTOTHECIN; NATURAL products; QUINOLIZINES; LACTAMS; ALKALOIDS; HYDROAMINATION
- Publication
Angewandte Chemie, 2016, Vol 128, Issue 47, p14998
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201607832