Asymmetric Organocatalytic Reactions of α,β-Unsaturated Cyclic Ketones

Symmetry

Renato Dalpozzo¹  Giuseppe Bartoli¹ 

[1] ¹Department of Chemistry, University of Calabria, Ponte Bucci cubo 12/c, I-87030 Arcavacata di Rende (Cs), Italy ²Department of Organic Chemistry “A. Mangini”, University of Bologna, viale Risorgimento 4, I-40136 Bologna, Italy

关键词: α;    β-unsaturated ketones;    organocatalysis;    iminium ion;    Michael addition;   

DOI  :  10.3390/sym3010084

来源: mdpi

【 摘 要 】

The 1,4-conjugate addition of nucleophiles to α,β-unsaturated carbonyl compounds represents one fundamental bond-forming reaction in organic synthesis. The development of effective organocatalysts for the enantioselective conjugate addition of malonate, nitroalkane and other carbon and heteroatom nucleophiles to cycloenones constitutes an important research field and has been explored in recent years. At the same time, asymmetric Diels-Alder reactions have been developed and often a mechanism has been demonstrated to be a double addition rather than synchronous. This review aims to cover literature up to the end of 2010, describing all the different organocatalytic asymmetric 1,4-conjugate additions even if they are listed as transfer hydrogenation, cycloadditions or desymmetrization of aromatic compounds.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.