Driving the Morita-Baylis-Hillman Reaction to a Multicomponent Organic Transformation
The combination of a trivalent phosphorus reagent with an aldehyde and a Michael olefin in the presence of water led to the formation of functionalized phosphine oxides. This approach turned the Lewis base organocatalyzed Morita–Baylis–Hillman reaction into a multicomponent organic transformation to...
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| Veröffentlicht in: | European journal of organic chemistry 2014-02, Vol.2014 (4), p.788-796 |
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| container_end_page | 796 |
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| container_issue | 4 |
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| container_title | European journal of organic chemistry |
| container_volume | 2014 |
| creator | Guillouzic, Anne-Françoise Montel, Sonia Laborde, Coralie Volle, Jean-Noël Pirat, Jean-Luc Virieux, David |
| description | The combination of a trivalent phosphorus reagent with an aldehyde and a Michael olefin in the presence of water led to the formation of functionalized phosphine oxides. This approach turned the Lewis base organocatalyzed Morita–Baylis–Hillman reaction into a multicomponent organic transformation to provide rapid access to polyfunctionalized molecules.
The combination of a trivalent phosphorus reagent with an aryl aldehyde and a Michael olefin in the presence of water led to the formation of functionalized phosphine oxides. This approach turned the Lewis base organocatalyzed Morita–Baylis–Hillman reaction into a multicomponent reaction to provide rapid access to polyfunctionalized molecules. |
| doi_str_mv | 10.1002/ejoc.201301226 |
| format | Article |
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The combination of a trivalent phosphorus reagent with an aryl aldehyde and a Michael olefin in the presence of water led to the formation of functionalized phosphine oxides. This approach turned the Lewis base organocatalyzed Morita–Baylis–Hillman reaction into a multicomponent reaction to provide rapid access to polyfunctionalized molecules.</description><identifier>ISSN: 1434-193X</identifier><identifier>EISSN: 1099-0690</identifier><identifier>DOI: 10.1002/ejoc.201301226</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Aldehydes ; Alkenes ; Chemical Sciences ; Domino reactions ; Multicomponent reactions ; Organic chemistry ; Phosphorus</subject><ispartof>European journal of organic chemistry, 2014-02, Vol.2014 (4), p.788-796</ispartof><rights>Copyright © 2014 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4556-93a97485c72ac0613e1d95ef16792243915c4a83cec466da85ff2a7fc7fc4c8f3</citedby><cites>FETCH-LOGICAL-c4556-93a97485c72ac0613e1d95ef16792243915c4a83cec466da85ff2a7fc7fc4c8f3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fejoc.201301226$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fejoc.201301226$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>230,314,780,784,885,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://hal.science/hal-00997087$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Guillouzic, Anne-Françoise</creatorcontrib><creatorcontrib>Montel, Sonia</creatorcontrib><creatorcontrib>Laborde, Coralie</creatorcontrib><creatorcontrib>Volle, Jean-Noël</creatorcontrib><creatorcontrib>Pirat, Jean-Luc</creatorcontrib><creatorcontrib>Virieux, David</creatorcontrib><title>Driving the Morita-Baylis-Hillman Reaction to a Multicomponent Organic Transformation</title><title>European journal of organic chemistry</title><addtitle>Eur. J. Org. Chem</addtitle><description>The combination of a trivalent phosphorus reagent with an aldehyde and a Michael olefin in the presence of water led to the formation of functionalized phosphine oxides. This approach turned the Lewis base organocatalyzed Morita–Baylis–Hillman reaction into a multicomponent organic transformation to provide rapid access to polyfunctionalized molecules.
The combination of a trivalent phosphorus reagent with an aryl aldehyde and a Michael olefin in the presence of water led to the formation of functionalized phosphine oxides. This approach turned the Lewis base organocatalyzed Morita–Baylis–Hillman reaction into a multicomponent reaction to provide rapid access to polyfunctionalized molecules.</description><subject>Aldehydes</subject><subject>Alkenes</subject><subject>Chemical Sciences</subject><subject>Domino reactions</subject><subject>Multicomponent reactions</subject><subject>Organic chemistry</subject><subject>Phosphorus</subject><issn>1434-193X</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><recordid>eNqFkM1LwzAYh4soOD-unguePHQmzVdz1Do3x-bwC72Fl5i6zLaZSafuv7ejMrwJgYTwPD_e9xdFJxj1MULpuVk43U8RJginKd-JehhJmSAu0W77poQmWJKX_egghAVCSHKOe9HTlbeftn6Lm7mJp87bBpJLWJc2JCNblhXU8b0B3VhXx42LIZ6uysZqVy1dbeomnvk3qK2OHz3UoXC-gg16FO0VUAZz_HsfRk_Xg8d8lExmw5v8YpJoyhhPJAEpaMa0SEEjjonBr5KZAnMh05QSiZmmkBFtNOX8FTJWFCmIQreH6qwgh9FZlzuHUi29rcCvlQOrRhcTtflr15QCZeITt-xpxy69-1iZ0KiFW_m6HU9hKrFom2Ospfodpb0LwZtiG4uR2tSsNjWrbc2tIDvhy5Zm_Q-tBuNZ_tdNOteGxnxvXfDvigsimHq-HaqHK5HT8R1RI_IDOVCPnw</recordid><startdate>201402</startdate><enddate>201402</enddate><creator>Guillouzic, Anne-Françoise</creator><creator>Montel, Sonia</creator><creator>Laborde, Coralie</creator><creator>Volle, Jean-Noël</creator><creator>Pirat, Jean-Luc</creator><creator>Virieux, David</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><general>Wiley-VCH Verlag</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>1XC</scope></search><sort><creationdate>201402</creationdate><title>Driving the Morita-Baylis-Hillman Reaction to a Multicomponent Organic Transformation</title><author>Guillouzic, Anne-Françoise ; Montel, Sonia ; Laborde, Coralie ; Volle, Jean-Noël ; Pirat, Jean-Luc ; Virieux, David</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4556-93a97485c72ac0613e1d95ef16792243915c4a83cec466da85ff2a7fc7fc4c8f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>Aldehydes</topic><topic>Alkenes</topic><topic>Chemical Sciences</topic><topic>Domino reactions</topic><topic>Multicomponent reactions</topic><topic>Organic chemistry</topic><topic>Phosphorus</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Guillouzic, Anne-Françoise</creatorcontrib><creatorcontrib>Montel, Sonia</creatorcontrib><creatorcontrib>Laborde, Coralie</creatorcontrib><creatorcontrib>Volle, Jean-Noël</creatorcontrib><creatorcontrib>Pirat, Jean-Luc</creatorcontrib><creatorcontrib>Virieux, David</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>European journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Guillouzic, Anne-Françoise</au><au>Montel, Sonia</au><au>Laborde, Coralie</au><au>Volle, Jean-Noël</au><au>Pirat, Jean-Luc</au><au>Virieux, David</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Driving the Morita-Baylis-Hillman Reaction to a Multicomponent Organic Transformation</atitle><jtitle>European journal of organic chemistry</jtitle><addtitle>Eur. J. Org. Chem</addtitle><date>2014-02</date><risdate>2014</risdate><volume>2014</volume><issue>4</issue><spage>788</spage><epage>796</epage><pages>788-796</pages><issn>1434-193X</issn><eissn>1099-0690</eissn><abstract>The combination of a trivalent phosphorus reagent with an aldehyde and a Michael olefin in the presence of water led to the formation of functionalized phosphine oxides. This approach turned the Lewis base organocatalyzed Morita–Baylis–Hillman reaction into a multicomponent organic transformation to provide rapid access to polyfunctionalized molecules.
The combination of a trivalent phosphorus reagent with an aryl aldehyde and a Michael olefin in the presence of water led to the formation of functionalized phosphine oxides. This approach turned the Lewis base organocatalyzed Morita–Baylis–Hillman reaction into a multicomponent reaction to provide rapid access to polyfunctionalized molecules.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/ejoc.201301226</doi><tpages>9</tpages></addata></record> |
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| source | Wiley Online Library All Journals |
| subjects | Aldehydes Alkenes Chemical Sciences Domino reactions Multicomponent reactions Organic chemistry Phosphorus |
| title | Driving the Morita-Baylis-Hillman Reaction to a Multicomponent Organic Transformation |
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