Highly enantioselective amide ligation by prior thiol capture

Autor:	D. S. Kemp, David R. Buckler
Rok vydání:	1991
Předmět:	chemistry.chemical_classification Reaction mechanism Stereochemistry Organic Chemistry Enantioselective synthesis Sulfoxide Biochemistry Acylation chemistry.chemical_compound Reaction rate constant chemistry Amide Drug Discovery Peptide synthesis Thiol
Zdroj:	Tetrahedron Letters. 32:3013-3016
ISSN:	0040-4039
DOI:	10.1016/0040-4039(91)80674-u
Popis:	The mixed disulfides from (R,S)-l-(Cbz-L-alanyloxy)-9-mercapto-phenoxatiin-10-sulfoxide and H-L-Cys-OMe undergo O,N-acyl transfer in DMSO at 23°C with rate constants of 7.0 h−1 and 0.048 h−1, and a rate ratio of 146; EM values of 0.2 M and 0.0015 M .
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::ea87028f3a347f5dcd796c735133f38d https://doi.org/10.1016/0040-4039(91)80674-u Zobrazit plný text záznamu