Eight-step total synthesis of (+)-crambescin A
| Autor: | Yunyang Song, Xiaojing Bi, Junchen Li, Xiangyan Meng, Yongbiao Guo, Zhenhua Gao |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
chemistry.chemical_classification
Natural product Bicyclic molecule 010405 organic chemistry General Chemical Engineering Biginelli reaction Total synthesis General Chemistry 010402 general chemistry 01 natural sciences Aldehyde Chemical synthesis 0104 chemical sciences chemistry.chemical_compound chemistry Urea Organic chemistry Guanidine |
| Zdroj: | RSC advances. 10(64) |
| ISSN: | 2046-2069 |
| Popis: | (+)-Crambescin A belongs to the polycyclic guanidine natural product family and has been shown to possess various medically important properties. The chiral bicyclic guanidine structure of (+)-crambescin A presents a challenge for chemical synthesis. Here we implement a novel asymmetric Biginelli reaction strategy to achieve the enantiospecific total synthesis of (+)-crambescin A in only 8 steps from the abundant and inexpensive aliphatic aldehyde, urea and methyl 3-oxobutanoate. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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