Copper-catalyzed aminohalogenation using the 2-NsNCl(2)/2-NsNHNa combination as the nitrogen and halogen sources for the synthesis of anti-alkyl 3-chloro-2-(o-nitrobenzenesulfonamido)-3-arylpropionates.
Org Lett
; 2(15): 2249-52, 2000 Jul 27.
Article
in En
| MEDLINE
| ID: mdl-10930255
ABSTRACT
New regio- and stereoselective aminohalogenation of cinnamic esters has been developed using the combination of 2-NsNCl(2)/2-NsNHNa as the nitrogen and chlorine sources and copper(I) triflate as the catalyst. The new procedure provides an efficient synthesis of anti-alkyl 3-chloro-2-(o-nitrobenzenesulfonamido)-3-phenylpropionate derivatives. Nine examples are presented with good yields (62-82%) and stereoselectivity ((51)-(301)).
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Collection:
01-internacional
Database:
MEDLINE
Main subject:
Propionates
/
Stereoisomerism
/
Sulfonamides
/
Chlorine
/
Cinnamates
/
Copper
/
Nitrogen
Language:
En
Journal:
Org Lett
Year:
2000
Document type:
Article