Homologation of halostannanes with carbenoids: a convenient and straightforward one-step access to α-functionalized organotin reagents
作者:Saad Touqeer、Laura Castoldi、Thierry Langer、Wolfgang Holzer、Vittorio Pace
DOI:10.1039/c8cc04786c
日期:——
A direct, single synthetic homologative transformation of halostannanes into mono- or di-substituted methyl analogues is documented. Critical for the success of the operation is the excellent nucleophilicity of carbenoid-like methyllithium reagents (LiCHXY, X, Y = halogen, OR, and CN): by simply individuating the reagents’ substitution pattern, the desired functionalized fragment is delivered to the
文献记载了卤代烷烃直接,单一的合成同源性转化为单取代或二取代的甲基类似物。操作成功的关键是类胡萝卜素样甲基锂试剂(LiCHXY,X,Y =卤素,OR和CN)的优异亲核性:通过简单地区分试剂的取代方式,所需的官能化片段将被递送至亲电子试剂。在类似的卤代compounds化合物的情况下,也证明了该方案的广泛范围。还讨论了亲核试剂的串联同源猝灭和α-氯烯丙基锂的使用。