19699-10-6Relevant articles and documents
Organocatalytic Enantioselective Synthesis of Atropisomeric Aryl-p-Quinones: Platform Molecules for Diversity-Oriented Synthesis of Biaryldiols
Chen, Ye-Hui,Li, Heng-Hui,Li, Shaoyu,Tan, Bin,Xiang, Shao-Hua,Zhang, Xiao
supporting information, p. 11374 - 11378 (2020/05/25)
Presented here is a class of novel axially chiral aryl-p-quinones as platform molecules for the preparation of non-C2 symmetric biaryldiols. Two sets of aryl-p-quinone frameworks were synthesized with remarkable enantiocontrol by means of chiral phosphoric acid catalyzed enantioselective arylation of p-quinones by central-to-axial chirality conversion. These aryl-p-quinones were then used to access a wide spectrum of highly functionalized non-C2 symmetric biaryldiols with excellent retention of the enantiopurity.
Facile synthesis of phosphaamidines and phosphaamidinates using nitrilium ions as an imine synthon
Van Dijk, Tom,Burck, Sebastian,Rong, Mark K.,Rosenthal, Amos J.,Nieger, Martin,Slootweg, J. Chris,Lammertsma, Koop
supporting information, p. 9068 - 9071 (2014/10/15)
Readily accessible nitrilium triflates are convenient imine building blocks for the expedient synthesis of a novel class of 1,3-P,N ligands as demonstrated for the reaction with primary phosphanes. This procedure allows variation of all substituents. X-ray crystal structures are reported for nitrilium ions, phosphaamidines, and three phosphaamidinate complexes. The lithium phosphaamidinate is N coordinated and its reaction with [AuCl(tht)] (tht=tetrahydrothiophene) gives a unique P-bridged gold trimer, while a P,N-bidentate complex results from [{RhCl(cod)}2]. The nitrilium ion methodology allows extension of the 1,3-P,N motive to bis(imino)phosphanes, which are the neutral phosphorus analogues of the valuable β-diketiminate ligand.