Title:The Synthesis of Novel Oxazolinylphosphinic Esters and Amides and Application to the Cyanosilylation of Aldehydes
VOLUME: 12 ISSUE: 5
Author(s):Mei Luo
Affiliation:Hefei University of Technology, Department of Chemical Engineering, Hefei, 230009, China.
Keywords:Functionalized oxazolines, chiral organometallic complexes, 2-hydroxybenzonitrile, 2-
aminobenzonitrile, chiral amino alcohols, phosphine chlorides.
Abstract:A new class of modular functionalized oxazolines are synthesized using a simple, novel one-pot method
under inert moisture-free conditions. Then the oxazolines can be further elaborated to phosphine-containing oxazolines.
The first step is to synthesize intermediates via the reaction of 2 - hydroxybenzonitrile or 2-
aminobenzonitrile with chiral amino alcohols, subsequent reactions with phosphine chlorides, providing products in
moderate yields. Product structures are fully characterized by NMR, IR, MS and X-Ray analyses. These compounds
are found to be highly active catalysts for the cyanosilylation of prochiral benzaldehyde (20-96% yield).
