Synthesis of a Novel C2-Symmetric Bis-oxazoline (=Bis[4,5-dihydrooxazole]) and Its Application as Chiral Ligand in Asymmetric Transition Metal Catalysis

被引：6
|
作者：
Gok, Yasar [1 ,2 ]
Van der Eycken, Johan [1 ]
机构：
[1] Univ Ghent, Dept Organ Chem, Lab Organ & Bioorgan Synth, B-9000 Ghent, Belgium
[2] Osmaniye Korkut Ata Univ, Fac Arts & Sci, Dept Chem, TR-80000 Osmaniye, Turkey
来源：
HELVETICA CHIMICA ACTA | 2012年 / 95卷 / 05期
关键词：
Bis-oxazolines; Enantioselective synthesis; Catalysis; Copper complexes; Palladium complexes; DIELS-ALDER REACTIONS; SALEN-TYPE-LIGANDS; BIS(OXAZOLINE) LIGANDS; ENANTIOSELECTIVE AZIRIDINATION; ALKENE AZIRIDINATION; ALLYLIC ALKYLATION; COPPER-COMPLEXES; CYCLOPROPANATION; DESIGN; CYCLOADDITION;
D O I：
10.1002/hlca.201100440
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The new C2-symmetric bis-oxazoline (=bis[4,5-dihydrooxazole]) 2 with a chiral trans-(2R,3R)-2,3-bis(3,5-diphenylphenyl)cyclopropylidene (=trans-(2R,3R)-2,3-bis([1,1':?3',1?-terphenyl]-5'-yl)cyclopropylidene) backbone was efficiently synthesized (Scheme). All synthetic steps were easy to perform and led to the desired product in good overall yields. Compound 2 was tested and compared as ligand in several enantioselective catalytic reactions such as palladium(0)-catalyzed enantioselective allylic alkylations and copper(I)-catalyzed enantioselective cyclopropanations and aziridinations.
引用
收藏
页码：831 / 838
页数：8
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