Asymmetric Organocatalytic Reactions of α,β-Unsaturated Cyclic Ketones
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 nu...
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MDPI AG
2011-03-01
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| Series: | Symmetry |
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| Online Access: | http://www.mdpi.com/2073-8994/3/1/84/ |
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doaj-bdf1aa25e6ba4f418b1efcf7616750d82020-11-24T23:43:10ZengMDPI AGSymmetry2073-89942011-03-01318412510.3390/sym3010084Asymmetric Organocatalytic Reactions of α,β-Unsaturated Cyclic KetonesGiuseppe BartoliRenato DalpozzoGiorgio BencivenniThe 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. http://www.mdpi.com/2073-8994/3/1/84/α,β-unsaturated ketonesorganocatalysisiminium ionMichael addition |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Giuseppe Bartoli Renato Dalpozzo Giorgio Bencivenni |
| spellingShingle |
Giuseppe Bartoli Renato Dalpozzo Giorgio Bencivenni Asymmetric Organocatalytic Reactions of α,β-Unsaturated Cyclic Ketones Symmetry α,β-unsaturated ketones organocatalysis iminium ion Michael addition |
| author_facet |
Giuseppe Bartoli Renato Dalpozzo Giorgio Bencivenni |
| author_sort |
Giuseppe Bartoli |
| title |
Asymmetric Organocatalytic Reactions of α,β-Unsaturated Cyclic Ketones |
| title_short |
Asymmetric Organocatalytic Reactions of α,β-Unsaturated Cyclic Ketones |
| title_full |
Asymmetric Organocatalytic Reactions of α,β-Unsaturated Cyclic Ketones |
| title_fullStr |
Asymmetric Organocatalytic Reactions of α,β-Unsaturated Cyclic Ketones |
| title_full_unstemmed |
Asymmetric Organocatalytic Reactions of α,β-Unsaturated Cyclic Ketones |
| title_sort |
asymmetric organocatalytic reactions of α,β-unsaturated cyclic ketones |
| publisher |
MDPI AG |
| series |
Symmetry |
| issn |
2073-8994 |
| publishDate |
2011-03-01 |
| description |
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. |
| topic |
α,β-unsaturated ketones organocatalysis iminium ion Michael addition |
| url |
http://www.mdpi.com/2073-8994/3/1/84/ |
| work_keys_str_mv |
AT giuseppebartoli asymmetricorganocatalyticreactionsofabunsaturatedcyclicketones AT renatodalpozzo asymmetricorganocatalyticreactionsofabunsaturatedcyclicketones AT giorgiobencivenni asymmetricorganocatalyticreactionsofabunsaturatedcyclicketones |
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1725502817802649600 |