Asymmetric Organocatalytic Reactions of α,β-Unsaturated Cyclic Ketones

被引:31
作者
Dalpozzo, Renato [1 ]
Bartoli, Giuseppe [2 ]
Bencivenni, Giorgio [2 ]
机构
[1] Univ Calabria, Dept Chem, I-87030 Arcavacata Di Rende, Cs, Italy
[2] Univ Bologna, Dept Organ Chem A Mangini, I-40136 Bologna, Italy
来源
SYMMETRY-BASEL | 2011年 / 3卷 / 01期
关键词
alpha; beta-unsaturated ketones; organocatalysis; iminium ion; Michael addition; ENANTIOSELECTIVE MICHAEL ADDITION; DIELS-ALDER REACTION; FRIEDEL-CRAFTS ALKYLATION; CONJUGATE ADDITION; TRANSFER HYDROGENATION; EFFICIENT APPROACH; MALONATE ADDITION; ALPHA-ARYLATION; ENONES; NITROALKANES;
D O I
10.3390/sym3010084
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
The 1,4-conjugate addition of nucleophiles to alpha,beta-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.
引用
收藏
页码:84 / 125
页数:42
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