Crawford Jason B, Skerlj Renato T, Bridger Gary J
AnorMED Inc., #200-20353 64th Avenue, Langley, BC, Canada V2Y 1N5.
J Org Chem. 2007 Jan 19;72(2):669-71. doi: 10.1021/jo062037t.
A spontaneous dynamic kinetic resolution of 8-amino-5,6,7,8-tetrahydroquinoline 1 was observed in the presence of Candida antarctica Lipase B, in which a >60% yield of (R)-acetamide [(R)-2] was isolated from the racemic amine. The spontaneous formation of ketone 3, followed by a condensation/hydrolysis sequence with the remaining (S)-amine 1, via enamine 4, provides the necessary racemization pathway.
在南极假丝酵母脂肪酶B存在的情况下,观察到8-氨基-5,6,7,8-四氢喹啉1的自发动态动力学拆分,其中从外消旋胺中分离出产率>60%的(R)-乙酰胺[(R)-2]。酮3的自发形成,随后与剩余的(S)-胺1通过烯胺4进行缩合/水解序列,提供了必要的外消旋化途径。