Total Synthesis of Palodesangrens A and C.
J Org Chem
; 87(1): 386-398, 2022 01 07.
Article
in En
| MEDLINE
| ID: mdl-34904441
ABSTRACT
Palodesangrens A and C along with the common tetracyclic core are prepared from simple benzaldehyde and acetophenone derivatives in a 10-step longest linear sequence which featured the Diels-Alder reaction forming the cyclohexene moiety, LiAlH4 isomerization, stereoselective acid-catalyzed cyclization forming the chroman moiety, regioselective iodination/vinyl Suzuki cross-coupling reaction, and ring-closing metathesis (RCM) forming the 2H-pyran-2-one. Overall, the desired palodesangrens A and C are obtained in 6.1% and 6.4% yields, respectively.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Pyrans
Language:
En
Journal:
J Org Chem
Year:
2022
Document type:
Article
Affiliation country:
Thailand