Normandie Univ, COBRA, UMR 6014 et FR 3038, Univ Rouen, INSA Rouen, CNRS, IRCOF, 1 rue Tesnière, 76821 Mont Saint Aignan Cedex, France.
J Org Chem. 2013 Aug 16;78(16):8191-7. doi: 10.1021/jo401259w. Epub 2013 Aug 7.
Highly atroposelective Meyers' lactamization promoted by pivalic acid under microwave irradiation is reported which allows the construction of nonracemic substituted-dibenzo(di)azepine derivatives through a center to axial chirality transfer principle, controlling the otherwise configurationally labile biaryl axis. This approach provides a straightforward entry to enantioenriched analogues of biorelevant architectures.
本文报道了在微波辐射下由特戊酸促进的高立体选择性 Meyers 内酰胺化反应,该反应通过中心到轴向手性转移原理构建了非手性取代的二苯并(二)氮杂卓衍生物,控制了 otherwise 构型不稳定的联芳轴。该方法为生物相关结构的对映体富集类似物提供了直接的途径。