Department of Chemistry, 207 Pleasant Street, SE, University of Minnesota, Minneapolis, Minnesota 55455, USA.
Org Lett. 2010 Apr 16;12(8):1768-71. doi: 10.1021/ol1003862.
The relative magnitudes of the chemical shift differences (Deltadeltas) in the two diastereomers of menthyl esters of known chiral derivatizing agents (CDAs) were compared to those of the alpha-methoxy-alpha-trifluoromethyl-1-naphthylacetyl (MTN((1))A) analogues I. Discrimination of the terminal diastereotopic methyl resonances in esters of the homologous, symmetrical carbinols II was evaluated. Remarkably, the methyls differed in the MTN((1))A esters III even when n = 15; an unexpected crossover in the sign of the Deltadelta values was also observed.
比较了已知手性衍生试剂（CDA）薄荷基酯的两个非对映异构体之间的化学位移差（Deltadeltas）的相对大小，以及 α-甲氧基-α-三氟甲基-1-萘乙酰基（MTN((1))A）类似物 I 的 Deltadeltas。评估了同系、对称仲醇 II 的酯中末端非对映立体化学甲基共振的区分。值得注意的是，即使 n = 15，MTN((1))A 酯 III 中的甲基也存在差异；还观察到 Deltadelta 值符号的意外交叉。
