Nucleophilic addition to styryl sulphones. part II. Regio- and stereochemistry of the addition of enamines from 4-substituted cyclohexanones

Formation of β- and α-adducts in the reactions of styryl sulphones with enamines from 4-alkylcyclohexanones is reexamined. Steric effects, electrostatic interactions between the nitrogen atom of the enamine and the oxygen atoms of the sulphone group, and medium effects contribute to the regioselectivity of the reaction.

Titolo: Nucleophilic addition to styryl sulphones. part II. Regio- and stereochemistry of the addition of enamines from 4-substituted cyclohexanones
Autori: 
BENEDETTI, FABIO
FABRISSIN, SILVIO
RISALITI, AMERIGO
Data di pubblicazione: 1984
Rivista: 
TETRAHEDRON  
Abstract: Formation of β- and α-adducts in the reactions of styryl sulphones with enamines from 4-alkylcyclohexanones is reexamined. Steric effects, electrostatic interactions between the nitrogen atom of the enamine and the oxygen atoms of the sulphone group, and medium effects contribute to the regioselectivity of the reaction.
Handle: http://hdl.handle.net/11368/2843629
Digital Object Identifier (DOI): http://dx.doi.org/10.1016/S0040-4020(01)91234-7
Appare nelle tipologie:1.1 Articolo in Rivista

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