Abstract
A synthetic pathway to the C-ring fragment of cotylenin A which emerged from our retrosynthetic analysis of cotylenin A is described. The catalytic asymmetric intramolecular cyclopropanation (CAIMCP) of the α-diazo-β-keto ester bearing 2,4,6-trimethylphenyl group as the ester part has been found to afford the crystalline product with high ee, which allowed to establish the approach to the C-ring fragment which required ten-pot operations. The developed approach would be beneficial to a large scale synthesis of the C-ring fragment for the total synthesis of cotylenin A.
Original language | English |
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Pages (from-to) | 959-962 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 58 |
Issue number | 10 |
DOIs | |
Publication status | Published - 2017 Mar 8 |
Keywords
- Asymmetric catalysis
- Cotylenin A
- Cyclopropanation
- Synthetic studies
- α-diazo β-keto ester
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry