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Total synthesis of greensporone C
- Source :
- Tetrahedron Letters. 58:3453-3456
- Publication Year :
- 2017
- Publisher :
- Elsevier BV, 2017.
-
Abstract
- 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.
- Subjects :
- 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
Subjects
Details
- ISSN :
- 00404039
- Volume :
- 58
- Database :
- OpenAIRE
- Journal :
- Tetrahedron Letters
- Accession number :
- edsair.doi...........ece01d368a96117c3a5469badd800237
- Full Text :
- https://doi.org/10.1016/j.tetlet.2017.07.074