Total Synthesis of Enantiopure Chabrolonaphthoquinone B Via a Stereoselective Julia-Kocienski Olefination.
J Org Chem
; 86(15): 10440-10454, 2021 08 06.
Article
em En
| MEDLINE
| ID: mdl-34247481
ABSTRACT
The total synthesis of cytotoxic meroditerpenoid naphthoquinone derivative chabrolonaphthoquinone B (1) in an enantiospecific manner is divulged using a chiral pool approach. The key step of our synthetic route is a modified Julia olefination between a sulfone-bearing aliphatic fragment and a Diels-Alder-derived aromatic aldehyde, leading to the stereoselective construction of the E-trisubstituted double bond.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Naftoquinonas
Idioma:
En
Ano de publicação:
2021
Tipo de documento:
Article