An Original Approach to the Synthesis of Phosphorus-Carbon Heterocycles − The 3-Oxo-2,3-dihydro-1,3-oxaphospholes
The synthesis of new highly functionalized phosphorus heterocycles, the 3‐oxo‐2,3‐dihydro‐1,3‐oxaphospholes, was achieved by a cyclization reaction involving malonic enolates as 1,3‐O,C‐dinucleophiles and phosphorus compounds, such as (chloromethyl)phosphinic chlorides or alkyl (chloromethyl)phospho...
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| Veröffentlicht in: | European journal of organic chemistry 2004-08, Vol.2004 (15), p.3205-3211 |
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| container_issue | 15 |
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| container_title | European journal of organic chemistry |
| container_volume | 2004 |
| creator | Virieux, David Ciptadi, Ciptadi Bekro, Yves-Alain Cristau, Henri-Jean |
| description | The synthesis of new highly functionalized phosphorus heterocycles, the 3‐oxo‐2,3‐dihydro‐1,3‐oxaphospholes, was achieved by a cyclization reaction involving malonic enolates as 1,3‐O,C‐dinucleophiles and phosphorus compounds, such as (chloromethyl)phosphinic chlorides or alkyl (chloromethyl)phosphonochloridates, as 1,2‐dielectrophiles. Owing to the structural restriction that results from the cyclic structure, the 1H NMR spectra reveal extreme values of 2JP,H coupling constants that are sensitive to the HCPO dihedral angle. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004) |
| doi_str_mv | 10.1002/ejoc.200400179 |
| format | Article |
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Owing to the structural restriction that results from the cyclic structure, the 1H NMR spectra reveal extreme values of 2JP,H coupling constants that are sensitive to the HCPO dihedral angle. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)</description><identifier>ISSN: 1434-193X</identifier><identifier>EISSN: 1099-0690</identifier><identifier>DOI: 10.1002/ejoc.200400179</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>3-oxaphospholes ; Chemical Sciences ; Dihydro-1 ; Dihydro‐1,3‐oxaphospholes ; Nitrogen heterocycles ; Organic chemistry ; Phosphorus heterocycles</subject><ispartof>European journal of organic chemistry, 2004-08, Vol.2004 (15), p.3205-3211</ispartof><rights>Copyright © 2004 WILEY‐VCH Verlag GmbH & Co. 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KGaA, 69451 Weinheim, Germany, 2004)</description><subject>3-oxaphospholes</subject><subject>Chemical Sciences</subject><subject>Dihydro-1</subject><subject>Dihydro‐1,3‐oxaphospholes</subject><subject>Nitrogen heterocycles</subject><subject>Organic chemistry</subject><subject>Phosphorus heterocycles</subject><issn>1434-193X</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2004</creationdate><recordtype>article</recordtype><recordid>eNqFkMFKwzAYgIsoOKdXz7kKZiZNmyXHWXRVhhU2cbeQZqntrEtJpq5v4NlH9EnMrAxvnv6f8H0_4QuCU4wGGKHwQi-NGoQIRQjhId8LehhxDhHlaN_vEYkg5mR-GBw5t0QIcUpxL3CjFchs9VStZA1GTWONVCVYG7AuNZi2Kz9c5YApwH1pXFMa--pgIm1uViDVa22NalWtHfj6-AQz7xCYbQwMzwlcVGW7sAZiv5uNbDrfs8fBQSFrp09-Zz94uL6aJSmcZOObZDSBisT-55yFcYgwU0wTluuIIcVYWBQskoQVqqA0ovmQMr3QmIZx7Lkfg8ucLHCkSD846-6WshaNrV6kbYWRlUhHE7F986Eo81HesGcHHauscc7qYidgJLZ5xTav2OX1Au-E96rW7T-0uLrNkr8u7NzKrfVm50r7LOiQDGPxeDcW08twTkmSipR8A9WAjYg</recordid><startdate>200408</startdate><enddate>200408</enddate><creator>Virieux, David</creator><creator>Ciptadi, Ciptadi</creator><creator>Bekro, Yves-Alain</creator><creator>Cristau, Henri-Jean</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley-VCH Verlag</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>1XC</scope></search><sort><creationdate>200408</creationdate><title>An Original Approach to the Synthesis of Phosphorus-Carbon Heterocycles − The 3-Oxo-2,3-dihydro-1,3-oxaphospholes</title><author>Virieux, David ; Ciptadi, Ciptadi ; Bekro, Yves-Alain ; Cristau, Henri-Jean</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3599-98252018c8e38be480c882ff84a38fcf6646b768ede16255c8e825209ab3d14c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2004</creationdate><topic>3-oxaphospholes</topic><topic>Chemical Sciences</topic><topic>Dihydro-1</topic><topic>Dihydro‐1,3‐oxaphospholes</topic><topic>Nitrogen heterocycles</topic><topic>Organic chemistry</topic><topic>Phosphorus heterocycles</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Virieux, David</creatorcontrib><creatorcontrib>Ciptadi, Ciptadi</creatorcontrib><creatorcontrib>Bekro, Yves-Alain</creatorcontrib><creatorcontrib>Cristau, Henri-Jean</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>Virieux, David</au><au>Ciptadi, Ciptadi</au><au>Bekro, Yves-Alain</au><au>Cristau, Henri-Jean</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An Original Approach to the Synthesis of Phosphorus-Carbon Heterocycles − The 3-Oxo-2,3-dihydro-1,3-oxaphospholes</atitle><jtitle>European journal of organic chemistry</jtitle><addtitle>Eur. 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| ispartof | European journal of organic chemistry, 2004-08, Vol.2004 (15), p.3205-3211 |
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| language | eng |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | 3-oxaphospholes Chemical Sciences Dihydro-1 Dihydro‐1,3‐oxaphospholes Nitrogen heterocycles Organic chemistry Phosphorus heterocycles |
| title | An Original Approach to the Synthesis of Phosphorus-Carbon Heterocycles − The 3-Oxo-2,3-dihydro-1,3-oxaphospholes |
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