Total syntheses of ent-hypocoprin A and ent-hypocoprin B.
RSC Adv
; 12(26): 16576-16580, 2022 Jun 01.
Article
en En
| MEDLINE
| ID: mdl-35754888
ABSTRACT
This study reports the stereoselective total syntheses of the antipodes of the unique 3/10 bicyclic skeletal sesquiterpenoids, namely, hypocoprin A and hypocoprin B. The synthesis involved conjugate addition accelerated by trimethylsilyl chloride, construction of the ten-membered ring via the intramolecular SN2 reaction promoted by 1,8-diazabicyclo[5.4.0]undec-7-ene, and osmium-mediated π-facial selective dihydroxylation to functionalize the 1,1-disubstituted alkene.
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Idioma:
En
Revista:
RSC Adv
Año:
2022
Tipo del documento:
Article