Organocatalyzed Asymmetric α-Oxidation, α-Aminoxylation and α-Amination of Carbonyl Compounds

被引:150
作者
Vilaivan, Tirayut [1 ]
Bhanthumnavin, Worawan [1 ]
机构
[1] Chulalongkorn Univ, Fac Sci, Dept Chem, Organ Synth Res Unit, Bangkok 10330, Thailand
关键词
organocatalyst; chiral catalyst; alpha-oxidation; alpha-amination; alpha-aminoxylation; nitrosoaldol reaction; aldehyde; ketone; active methylene compound; WADSWORTH-EMMONS OLEFINATION; BETA-KETO-ESTERS; NITROSO ALDOL/MICHAEL REACTION; PROLINE-MEDIATED REACTIONS; BOND-FORMING REACTIONS; ONE-POT SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; AMINO-ALCOHOLS; ALPHA; BETA-UNSATURATED ALDEHYDES; 1,3-DICARBONYL COMPOUNDS;
D O I
10.3390/molecules15020917
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Organocatalytic asymmetric alpha-oxidation and amination reactions of carbonyl compounds are highly useful synthetic methodologies, especially in generating chiral building blocks that previously have not been easily accessible by traditional methods. The concept is relatively new and therefore the list of new catalysts, oxidizing and aminating reagents, as well as new substrates, are expanding at an amazing rate. The scope of this review includes new reactions and catalysts, mechanistic aspects and synthetic applications of alpha-oxidation, hydroxylation, aminoxylation, amination, hydrazination, hydroxyamination and related alpha-heteroatom functionalization of aldehydes, ketones and related active methylene compounds published during 2005-2009.
引用
收藏
页码:917 / 958
页数:42
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