SYNTHESIS OF VERSATILE BIFUNCTIONAL DERIVATIVES OF CHIRAL DIAMINES OBTAINED THROUGH ANCHIMERICALLY ASSISTED NUCLEOPHILIC …
J Vargas-Caporali, C Cruz-Hernandez, E Juaristi
Index: Vargas-Caporali, Jorge; Cruz-Hernandez, Carlos; Juaristi, Eusebio Heterocycles, 2012 , vol. 86, # 2 p. 1275 - 1300
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Citation Number: 5
Abstract
Abstract Diastereomeric[(S)-1-benzylpyrrolidin-2-yl]-(R)-[(phenyl)-methanamine] and [(S)-1- benzylpyrrolidin-2-yl]-(S)-[(phenyl) methanamine], were synthesized by selective internal backside nucleophilic substitution of the corresponding activated phenylprolinols. X-Ray diffraction structures of crystalline acetamide derivatives confirmed the anticipated stereochemistry for a SNib reaction mechanism. In order to apply this reaction to the ...
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