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Chiral phosphoric acid catalyzed enantioselective transfer deuteration of ketimines by use of benzothiazoline as a deuterium donor: synthesis of optically active deuterated amines


, : Chiral phosphoric acid catalyzed enantioselective transfer deuteration of ketimines by use of benzothiazoline as a deuterium donor: synthesis of optically active deuterated amines. Organic Letters 14(13): 3312-3315

By use of 2-deuterated benzothiazoline as a deuterium donor in combination with a chiral phosphoric acid, the transfer deuteration of ketimine and α-iminoester took place smoothly to give α-deuterated amines in high yields with excellent enantioselectivities. The remarkable kinetic isotope effect suggests that carbon-deuterium bond cleavage is the rate-determining step.

US$19.90

PMID: 22725972

DOI: 10.1021/ol3012869


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