Issue 11, 2015 - First successful synthesis of phosphonic phosphonamide at the center of phosphorus

A few days ago, the research group of Hanfu Society of the Chunying Institute of Chemical Engineering, President of the Chinese Academy of Sciences, has made important progress
in the asymmetric synthesis method of chiral bromonster acid in the center of phosphorus.
On the basis of a series of studies on the synthesis method of phosphorus (phosphine) compounds in the early stage, Du Zhijun, Guan Jing, Wu Guojie, Xu Peng, etc.
, graduate students of this research group, successfully realized the synthesis
of chiral phosphinamide in the center of phosphorus for the first time through the C-H bond desymmetric functional grouping strategy.

Chiral phosphorus (phosphine) compounds are widely
used as ligands or organic catalysts in the fields of asymmetric catalysis, natural products and drug synthesis.
In recent years, chiral Bronster acids based on binol and spirocyclic skeletons have developed rapidly in the field of asymmetric synthesis, but the vast majority of research has focused on axial chiral, face-chiral or carbon-centered chiral phosphorus (phosphine) compounds
.
Relevant studies have shown that the chiral induction ability of such compounds is poor
compared to phosphorus center chiral compounds because the chiral center is far from the catalytic center.

Due to the challenges of synthesis, there are relatively few studies on phosphorus-centered chiral compounds in asymmetric synthesis, and no research on phosphorus-centered chiral bonster acid has been reported
.
Therefore, the development of new strategies and methods to achieve the efficient synthesis of phosphorus-centered chiral bromesteric acid is a scientific problem
that needs to be solved first in the research of phosphorus-centered chiral bronstoic acid in the fields of asymmetric catalysis, natural products and drug synthesis.

The group also found that phosphonamide can be converted to a series of other types of phosphorus-centric chiral derivatives and maintain excellent enantioselectivity
.
This work not only provides a new method for the diversity synthesis of phosphorus-centered chiral compounds, but also opens up a way
for the synthesis of other types of phosphorus-centered chiral bromistic acids with novel and unique structures and their application in the field of asymmetric catalytic reactions.
(Section)