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Synthesis 2016; 48(05): 653-676
DOI: 10.1055/s-0035-1561505
DOI: 10.1055/s-0035-1561505
short review
Recent Advances on Asymmetric Nitroso Aldol Reaction
Further Information
Publication History
Received: 19 September 2015
Accepted after revision: 07 December 2015
Publication Date:
13 January 2016 (online)
Dedicated to Professor Carmen Nájera, the 2015 recipient of the IUPAC 2015 Distinguished Women in Chemistry or Chemical Engineering Award
Abstract
The reaction of aromatic nitroso derivatives with enolizable carbonyl compounds (nitroso aldol reaction) to give either α-hydroxyamino or α-aminoxy carbonyl compounds is an important synthetic method. This review illustrates the recent advances in rendering the process regio- and enantioselective as well as catalytic. By employing metal and organic catalysts a range of α-amino (α-oxyamination) and α-hydroxy (α-aminoxylation) carbonyl derivatives can be generated with total regioselectivity and high levels of enantiomeric excess.
1 Introduction
2 Metal-Catalyzed Reactions
3 Organocatalyzed Reactions
4 Enamine Metal-Free Reactions
5 Concluding Remarks
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