Enantioselective Chemical Syntheses of the Furanosteroids (-)-Viridin and (-)-Viridiol.
J Am Chem Soc
; 139(20): 6819-6822, 2017 05 24.
Article
em En
| MEDLINE
| ID: mdl-28463562
ABSTRACT
Herein we describe concise enantioselective chemical syntheses of (-)-viridin and (-)-viridiol. Our convergent approach couples two achiral fragments of similar complexity and employs an enantioselective intramolecular Heck reaction to set the absolute stereochemical configuration of an all-carbon quaternary stereocenter. To complete the syntheses of these base- and nucleophile-sensitive natural products, we conduct carefully orchestrated site- and diastereoselective oxidations and other transformations. Our work is the first to generate these targets as single enantiomers.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Bacteriocinas
/
Androstenodióis
/
Androstenos
Idioma:
En
Revista:
J Am Chem Soc
Ano de publicação:
2017
Tipo de documento:
Article
País de afiliação:
Estados Unidos