Rapid synthesis of an electron-deficient t-BuPHOX ligand: cross-coupling of aryl bromides with secondary phosphine oxides

被引:63
作者
McDougal, Nolan T. [1 ]
Streuff, Jan [1 ]
Mukherjee, Herschel [1 ]
Virgil, Scott C. [1 ]
Stoltz, Brian M. [1 ]
机构
[1] CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synth, Pasadena, CA 91125 USA
关键词
ENANTIOSELECTIVE HECK REACTIONS; CATALYZED ALLYLIC SUBSTITUTION; OXAZOLINE-CONTAINING LIGANDS; DIELS-ALDER REACTIONS; ASYMMETRIC CATALYSIS; DECARBOXYLATIVE PROTONATION; CHIRAL LIGANDS; ALLYLATION; COMPLEXES; ARYLATION;
D O I
10.1016/j.tetlet.2010.08.039
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein an efficient and direct copper-catalyzed coupling of oxazoline-containing aryl bromides with electron-deficient secondary phosphine oxides is reported. The resulting tertiary phosphine oxides can be reduced to prepare a range of PHOX ligands. The presented strategy is a useful alternative to known methods for constructing PHOX derivatives. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5550 / 5554
页数:5
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