Stereostructure Clarifying Total Synthesis of the (Polyenoyl)tetramic Acid Militarinone B. A Highly Acid-Labile N-Protecting Group for Amides.
Org Lett
; 23(16): 6194-6199, 2021 08 20.
Article
en En
| MEDLINE
| ID: mdl-34324347
The 5S, 8'R, and 10'R configurations of militarinone B (3), which is a natural product from Paecilomyces militaris, should equal those in its biosynthetic precursor, militarinone C. The configuration at C-1' emerged from syntheses of the militarinone B candidates 1''S- and 1''R-(5S,8'R,10'R)-3 from the building blocks 9, 11, 14, and 15a while introducing TMB as a more acid-labile N-protecting group for ß-ketoamides than DMB. Comparisons of 1''S- and 1''R-(5S,8'R,10'R)-3 with natural militarinone B (3; reisolated from Nature) revealed identity versus distinctness.
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Piridonas
/
Pirrolidinonas
/
Amidas
Idioma:
En
Revista:
Org Lett
Asunto de la revista:
BIOQUIMICA
Año:
2021
Tipo del documento:
Article
País de afiliación:
Alemania
Pais de publicación:
Estados Unidos