作者:James L. Charlton
DOI:10.1016/s0040-4039(00)98651-9
日期:1985.1
Asymmetric inductive effects have been measured on the Diels-Alder reaction of dimethyl fumarate with o-quinodimethane bearing a chiral α-alkoxy group. The chiral substituents used were 1-phenylethoxy, 2-(1-phenyl)propoxy, 1-(2-phenyl)propoxy, 2-(4-phenyl)-butoxy and 1-cyclohexylethoxy. The greatest asymmetric induction was found with the first of these chiral substituents (47% ee). A π-stacking effect
已经测量了富马酸二甲酯与带有手性α-烷氧基的邻喹二甲烷的狄尔斯-阿尔德反应的不对称感应效应。使用的手性取代基是1-苯基乙氧基,2-(1-苯基)丙氧基,1-(2-苯基)丙氧基,2-(4-苯基)-丁氧基和1-环己基乙氧基。这些手性取代基中的第一个(47%ee)发现了最大的不对称诱导。先前被认为是在类似系统中进行不对称感应的理论依据的π叠加效应被证明与本研究的结果不一致。