Synthesis of Enantiopure 2-(Aminoalkyl)phenol Derivatives and Their Application as Catalysts in Stereoselective Reactions

被引:13
作者
Cimarelli, Cristina [1 ]
Palmieri, Gianni [1 ]
机构
[1] Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, Italy
关键词
alkylation of chiral imines; reductive amination; enantioselective alkylation of aldehydes; reduction of ketones; chiral shift reagents; HIGHLY ENANTIOSELECTIVE ADDITION; RICH AROMATIC-COMPOUNDS; ALKENYL BORONIC ACIDS; BETA-AMINO ALCOHOLS; ORGANOMETALLIC REAGENTS; CHIRAL LIGANDS; ASYMMETRIC-SYNTHESIS; ORGANOLITHIUM REAGENTS; O-HYDROXYBENZYLAMINES; PRECURSOR CATALYSTS;
D O I
10.1002/chir.20656
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Enantiopure2-(aminoalkyl) phenol derivatives are an interesting class of compounds widely used in homogeneous ligand accelerated catalysis. A series of practical and convenient methods available for their preparation are revised, together with the methodologies for the determination of their configuration. The uses of these compounds in metal catalysed asymmetric reactions in the addition of dialkyl zinc reagents to aldehydes and in the reduction of ketones with borane are described. Moreover 2-(atninoalkyl) phenol derivatives have found use also as chiral shift reagents for carboxylic acids. Chirality 21:218-232, 2009. (c) 2008 Wiley-Liss. Inc.
引用
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页码:218 / 232
页数:15
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