Total Synthesis and Stereochemical Reassignment of Citrafungin A.
Org Lett
; 21(23): 9663-9666, 2019 12 06.
Article
em En
| MEDLINE
| ID: mdl-31724869
ABSTRACT
The stereoselective 12-step total synthesis of the reassigned structure for citrafungin A (1a) via cyclobutene diester 10 is described. Key steps involved a formal [2 + 2]-cycloaddition, oxa-Michael/cyclobutanone ring-opening cascade to secure the alkyl citrate core, and asymmetric vinylzinc addition to form the C6 stereocenter. In addition, no oxidative adjustments are required to secure the citrate oxidation level.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Alcenos
/
Lactonas
Idioma:
En
Revista:
Org Lett
Assunto da revista:
BIOQUIMICA
Ano de publicação:
2019
Tipo de documento:
Article
País de afiliação:
Austrália