Total Synthesis of Dinorsesquiterpenoid Oxyphyllin A/Belchinoid A.
Chem Pharm Bull (Tokyo)
; 72(7): 689-692, 2024.
Article
in En
| MEDLINE
| ID: mdl-39048374
ABSTRACT
Here, we report the first synthesis of oxyphyllin A/belchinoid A, a 7,9-seco-8,12-dinor-guaiane sesquiterpene whose isolation was reported independently by two groups in 2023. This synthesis utilizes a key sequential sulfone-mediated intermolecular alkylation/5-endo-tet cyclization reaction to establish the C1, C4, C5 stereocenters. Subsequent transformations, including regio- and stereoselective hydride addition-based desulfonylation via a π-allyl palladium complex and the Wittig reaction with a stable phosphonium ylide, facilitated the synthesis of oxyphyllin A/belchinoid A.
Key words
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Sesquiterpenes
Language:
En
Journal:
Chem Pharm Bull (Tokyo)
Year:
2024
Document type:
Article
Country of publication: