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An Approach to the Efficient Syntheses of Chiral Phosphino‐ Carboxylic Acid Esters
Author(s) -
Chew Renta Jonathan,
Sepp Kristel,
Li BinBin,
Li Yongxin,
Zhu PengCheng,
Tan Nguan Soon,
Leung PakHing
Publication year - 2015
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500638
Subject(s) - chemistry , phosphine , catalysis , atom economy , carboxylic acid , combinatorial chemistry , palladium , organic chemistry
The catalytic hydrophosphination reaction is one of the most sustainable chemical transformations today. Here, the palladium‐catalyzed asymmetric PH addition of diarylphosphines with N ‐enoylbenzotriazoles and analogues is described. Chiral phosphine products are obtained in 100% atom economy and without cumbersome protection–deprotection manipulations. The obtained products can be subsequently transformed to bear various functionalities, including phosphino‐carboxylic esters which play critical roles in catalysis and as synthetic aids. Anti‐tumour activities of the corresponding gold‐phosphine complexes have been explored, contributing to existing chemotherapeutic research in cancer treatment.