Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1 Mejiro, Toshima-ku, Tokyo 171-8588, Japan.
Org Lett. 2012 Jul 6;14(13):3312-5. doi: 10.1021/ol3012869. Epub 2012 Jun 22.
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.
利用 2-氘代苯并噻唑啉作为氘源，与手性磷酸结合，酮亚胺和α-亚氨基酯的转移氘代反应顺利进行，以高收率和优异的对映选择性得到α-氘代胺。显著的动力学同位素效应表明，碳-氘键断裂是速率决定步骤。
