Total synthesis of greensporone C
Autor: | Vatcharin Rukachaisirikul, Laksamee Jeanmard, Kwanruthai Tadpetch |
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Rok vydání: | 2017 |
Předmět: |
chemistry.chemical_classification
Natural product 010405 organic chemistry Longest linear sequence Stereochemistry Organic Chemistry Total synthesis 010402 general chemistry Key features Metathesis 01 natural sciences Biochemistry 0104 chemical sciences chemistry.chemical_compound Ring-closing metathesis chemistry Yield (chemistry) Drug Discovery Lactone |
Zdroj: | Tetrahedron Letters. 58:3453-3456 |
ISSN: | 0040-4039 |
DOI: | 10.1016/j.tetlet.2017.07.074 |
Popis: | The first total synthesis of greensporone C, a cytotoxic 14-membered resorcylic acid lactone, has been accomplished via a longest linear sequence of 16 steps in 3.3% overall yield. The key features of the synthesis include Mitsunobu esterification and ring-closing metathesis to construct the macrocycle and establish the ( E )-olefin geometry, respectively. Our synthesis also confirmed the absolute stereochemistry of the natural product. |
Databáze: | OpenAIRE |
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