Dibenzyl azodicarboxylate undergoes[4+2] cycloaddition reaction with glycal to yield 2-aminoglycosides.
Application
Dibenzyl azodicarboxylate was used as electrophilic reagent in the synthesis of C -glycosyl α-amino acids via proline-catalyzed α-amination of C -glycosylalkyl aldehydes. It was used in enantioselective synthesis of optically active pyrazolidine derivatives.
1.Shengming Ma, Ning Jiao, Zilong Zheng, Zhichao Ma, Zhan Lu, Longwu Ye, Youqian Deng, Guofei Chen,. (2004-06-18) Cu- and Pd-catalyzed asymmetric one-pot tandem addition-cyclization reaction of 2-(2',3'-alkadienyl)-beta-keto esters, organic halides, and dibenzyl azodicarboxylate: an effective protocol for the enantioselective synthesis of pyrazolidine derivatives.. Organic letters, 6 ((13)):( 2193-2196 ). [PMID:15200318]
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