High anti Diastereoselectivity in a Tandem Oxyhomologation-Coupling Protocol for the Preparation of Amides and Peptides Incorporating α-Hydroxy ß-Amino Acids.
Org Lett
; 26(11): 2207-2211, 2024 Mar 22.
Article
en En
| MEDLINE
| ID: mdl-38457925
ABSTRACT
The one-pot MAC (Masked Acyl Cyanide) reaction is used to perform the tandem oxyhomologation reaction of N,N-dibenzyl-l-phenylalaninal and coupling with nitrogen nucleophiles to provide a wide selection of amide and peptide derivatives of (2S,3S)-allophenylnorstatin in generally good yields and with high anti selectivity, often with dr >982. The procedure works equally well with other selected N,N-dibenzyl α-amino aldehydes, and is used to achieve a very short synthesis of (2S,3S,S)-epibestatin.
Texto completo:
1
Colección:
01-internacional
Asunto principal:
Péptidos
/
Amidas
Idioma:
En
Revista:
Org Lett
/
Org. lett
/
Organic letters
Asunto de la revista:
BIOQUIMICA
Año:
2024
Tipo del documento:
Article
País de afiliación:
Francia