β-Amino esters via the Reformatsky reaction: Restraining effects of the ortho-methoxyphenyl substituent
作者:James C. Adrian、Julia L. Barkin、Lamyaa Hassib
DOI:10.1016/s0040-4039(99)00248-8
日期:1999.3
β-Amino esters are, in most cases, the only products of the Reformatsky reaction in CH2Cl2 between (methoxycarbonyl)methyl zinc bromide (prepared in-situ) and imines prepared from either an aryl or alkyl aldehyde and o-anisdine (Scheme 2). Restraining properties of the ortho-methoxyphenyl group, which lead to sole formation of the β-amino ester, are ascribed to the inductive effect of the ortho-methoxy
在大多数情况下,β-氨基酯是(甲氧基羰基)甲基溴化锌(原位制备)与由芳基或烷基醛与邻茴香胺制得的亚胺之间在CH 2 Cl 2中进行Reformatsky反应的唯一产物。方案2)。导致单独形成β-氨基酯的邻甲氧基苯基的抑制性质归因于邻甲氧基取代基的诱导作用。