Regioselective addition of phosphites to acyl cyclopropanes and following rearrangements: a facile access to enol phosphates
作者:Haotian Li、Yuequan Zhu、Dengfu Lu、Yuefa Gong
DOI:10.1039/c8ob01533c
日期:——
with organophosphites and acyl cyclopropane derivatives is developed and proved to provide an efficient access to functionalized enol phosphates. Unlike the well-known Perkow reaction, which employs trialkyl phosphite as the nucleophile, dialkyl phosphite is the key to the success of our transformation. This method is compatible with a series of dialkyl phosphites and acyl cyclopropanes possessing
与有机亚磷酸酯和酰基环丙烷衍生物的无机碱促进的多米诺反应得到了开发,并证明可以有效地获得官能化的烯醇式磷酸酯。与使用亚磷酸三烷基酯作为亲核试剂的著名的Perkow反应不同,亚磷酸二烷基酯是我们成功转化的关键。该方法与一系列具有吸电子取代基的亚磷酸二烷基酯和酰基环丙烷兼容,并成功制备了一系列官能化的烯醇磷酸酯。根据同位素标记和对照实验的结果,推测该转变是由亚磷酸二烷基酯的去质子作用引发的,随后的亲核加成/阴离子移位/开环顺序导致烯醇磷酸酯的形成。