Stabilization of reactive aldehydes by complexation with methylaluminum bis(2,6-diphenylphenoxide) and their synthetic application
作者:Keiji Maruoka、Arnel B. Concepcion、Noriaki Murase、Masataka Oishi、Naoki Hirayama、Hisashi Yamamoto
DOI:10.1021/ja00063a013
日期:1993.5
Reactive aldehydes such as formaldehyde and α-chloro aldehydes can be successfully generated by treatment of readily available trioxane and α-chloro aldehyde trimers, respectively, with methylaluminum bis(2,6-diphenylphenoxide) (MAPH), and stabilized as their 1:1 coordination complexes with MAPH. The resulting CH 2 =O.MAPH complex reacts with a variety of olefins to furnish ene-reaction products with
通过分别用甲基铝双(2,6-二苯酚)(MAPH)处理容易获得的三恶烷和 α-氯醛三聚体,可以成功地生成反应性醛,如甲醛和 α-氯醛,并以 1:1与 MAPH 的配位配合物。所得的 CH 2 =O.MAPH 复合物与多种烯烃反应,提供具有优异区域选择性和立体选择性的烯反应产物。此外,该配合物以及 α-氯醛-MAPH 配合物可分别用作气态甲醛和活性 α-氯醛的稳定来源,用于各种碳负离子(有机金属化合物、烯醇化物等)的亲核加成。