C-H functionalization of terminal alkynes towards stereospecific synthesis of (E) or (Z) 2-methylthio-1,4-ene-diones.
Chem Commun (Camb)
; 51(24): 5013-6, 2015 Mar 25.
Article
in En
| MEDLINE
| ID: mdl-25703698
ABSTRACT
An efficient metal free self-sorting tandem protocol for stereospecific synthesis of 2-thio-1,4-enediones involving C-C double bond formation via direct coupling of terminal alkynes has been developed. The method was also extended to the first synthesis of ß-thio-γ-keto-α,ß-unsaturated esters via a cross coupling reaction with ethyl glyoxylate. The reaction relies on a first of its kind use of Bronsted and Lewis acids to switch selectivity for the synthesis of an E or a Z-isomer respectively.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Sulfides
/
Butanones
/
Alkynes
Language:
En
Journal:
Chem Commun (Camb)
Journal subject:
QUIMICA
Year:
2015
Document type:
Article
Affiliation country:
India