Department of Chemistry and Biochemistry, University of Nevada Las Vegas , 4505 South Maryland Parkway, Las Vegas, Nevada 89154-4003, United States.
Org Lett. 2017 Nov 3;19(21):5988-5991. doi: 10.1021/acs.orglett.7b03019.
A new class of Brønsted acid catalysts based on N-heterocyclic phosphorodiamidic acids (NHPAs) has been developed. The NHPA catalyst promotes phospha-Michael addition reaction of trialkylphosphites to in situ generated ortho-quinone methides (o-QMs) for the construction of diaryl phosphonates in moderate to excellent yields with 1.5 mol % catalyst. Diastereoselective synthesis of P-chiral phosphinate esters is achieved with the use of dialkyl phenylphosphonites.
一类新型的基于 N-杂环膦酰二酰胺（NHPAs）的 Brønsted 酸催化剂已经被开发出来。该 NHPA 催化剂能够促进三烷基膦氧化物与原位生成的邻醌甲亚胺（o-QMs）的磷杂-Michael 加成反应，以中等至优秀的收率构建二芳基膦酸酯，催化剂用量仅为 1.5 mol%。使用二芳基磷酸二烷基酯可以实现 P-手性膦酸酯酯的非对映选择性合成。
