The TMSOTf mediated nucleophilic cleavage of ?-aminoacetals can be used to prepare a variety of substituted amines, with variable levels of stereocontrol depending on the substitution patterns. The reaction most likely proceeds via either an ?-alkoxy aziridinium ion or an ?-oxocarbenium ion depending on the type of nucleophile.
Mechanistic and stereochemical aspects of Lewis acid mediated cleavage of ?-aminoacetals
CARROZZINI B;CASCARANO GL;
2001
Abstract
The TMSOTf mediated nucleophilic cleavage of ?-aminoacetals can be used to prepare a variety of substituted amines, with variable levels of stereocontrol depending on the substitution patterns. The reaction most likely proceeds via either an ?-alkoxy aziridinium ion or an ?-oxocarbenium ion depending on the type of nucleophile.File in questo prodotto:
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