346611-16-3Relevant articles and documents
Organocatalytic asymmetric biomimetic transamination of α-keto acetals to chiral α-amino acetals
Pan, Hongjie,Xie, Ying,Liu, Mao,Shi, Yian
, p. 2389 - 2392 (2014)
This paper describes a chiral base-catalyzed asymmetric biomimetic transamination of α-keto acetals. A wide variety of α-amino acetals containing various functional groups can be synthesized in 50-85% yield and 82-86% ee.
Mechanistic and stereochemical aspects of the Lewis acid mediated cleavage of α-aminoacetals
Graham, Mark A.,Wadsworth, Alan H.,Thornton-Pett, Mark,Carrozzini, Benedetta,Cascarano, Giovanni L.,Rayner, Christopher M.
, p. 2865 - 2868 (2007/10/03)
The TMSOTf mediated nucleophilic cleavage of α-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 α-alkoxy aziridinium ion or an α-oxocarbenium ion depending on the type of nucleophile.
