STUDIES ON PHOSPHONIUM YLIDES-XVI. THE REACTION OF WITTIG REAGENTS WITH 4-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE AND ITS N-HYDROXY IMIDE

Wittig reagents (Ia-d)) react with 4-cyclohexene-1,2-dicarboxylic anhydride (IIa) to give the new ethyl enic adducts (IIIa-f). On the other hand, methylenetriphenylphosphorane (Id) reacts with N-hydroxy-4-cyclohexene-1,2-dicarboxy-imide (IIb) affording the new spiro ylid-phosphorane adduct (IV). Str...

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Veröffentlicht in:	Phosphorus, sulfur, and silicon and the related elements sulfur, and silicon and the related elements, 1991-08, Vol.61 (1-2), p.131-135
Hauptverfasser:	Boulos, L. S., Eldin, N. Khir, Zayed, M. F.
Format:	Artikel
Sprache:	eng
Schlagworte:	1,3- phthalanacetate (IIIb) 1,3-phthalanacetate (IIIa) 1-œ 1.3.œ 3a,4,7,7a-tetrahydro-1,3-phenacylidenephthalane (IIId) and the new spiro-phosphorane adduct (IV) 3a,4,7,7a-tetrahydro-3-phenacylidenephthalide (IIIc) 4-cyclohexene-1,2-dicarboxylic anhydride and its N-hydroxy-imide (IIa,b) Chemistry diethyl 3a,4,7,7a-tetrahydro-Δ ethyl 3a,4,7,7a-tetrahydro-3-oxo-Δ Exact sciences and technology Organic chemistry Organometalloidal and organometallic compounds P derivatives Preparations and properties Wittig reagents (I)
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container_end_page	135
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container_title	Phosphorus, sulfur, and silicon and the related elements
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creator	Boulos, L. S. Eldin, N. Khir Zayed, M. F.
description	Wittig reagents (Ia-d)) react with 4-cyclohexene-1,2-dicarboxylic anhydride (IIa) to give the new ethyl enic adducts (IIIa-f). On the other hand, methylenetriphenylphosphorane (Id) reacts with N-hydroxy-4-cyclohexene-1,2-dicarboxy-imide (IIb) affording the new spiro ylid-phosphorane adduct (IV). Structural reasoning for the new adducts (IIIa-f) and (IV) was based on compatible analytical and spectral data. A mechanism is proposed to explain the formation of the new ylid-phosphorane adduct (IV).
doi_str_mv	10.1080/10426509108027345
format	Article
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THE REACTION OF WITTIG REAGENTS WITH 4-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE AND ITS N-HYDROXY IMIDE</title><source>Taylor & Francis:Master (3349 titles)</source><creator>Boulos, L. S. ; Eldin, N. Khir ; Zayed, M. F.</creator><creatorcontrib>Boulos, L. S. ; Eldin, N. Khir ; Zayed, M. F.</creatorcontrib><description>Wittig reagents (Ia-d)) react with 4-cyclohexene-1,2-dicarboxylic anhydride (IIa) to give the new ethyl enic adducts (IIIa-f). On the other hand, methylenetriphenylphosphorane (Id) reacts with N-hydroxy-4-cyclohexene-1,2-dicarboxy-imide (IIb) affording the new spiro ylid-phosphorane adduct (IV). Structural reasoning for the new adducts (IIIa-f) and (IV) was based on compatible analytical and spectral data. A mechanism is proposed to explain the formation of the new ylid-phosphorane adduct (IV).</description><identifier>ISSN: 1042-6507</identifier><identifier>EISSN: 1563-5325</identifier><identifier>DOI: 10.1080/10426509108027345</identifier><identifier>CODEN: PSSLEC</identifier><language>eng</language><publisher>Philadelphia, PA: Taylor & Francis Group</publisher><subject>1,3- phthalanacetate (IIIb) ; 1,3-phthalanacetate (IIIa) ; 1-œ ; 1.3.œ ; 3a,4,7,7a-tetrahydro-1,3-phenacylidenephthalane (IIId) and the new spiro-phosphorane adduct (IV) ; 3a,4,7,7a-tetrahydro-3-phenacylidenephthalide (IIIc) ; 4-cyclohexene-1,2-dicarboxylic anhydride and its N-hydroxy-imide (IIa,b) ; Chemistry ; diethyl 3a,4,7,7a-tetrahydro-Δ ; ethyl 3a,4,7,7a-tetrahydro-3-oxo-Δ ; Exact sciences and technology ; Organic chemistry ; Organometalloidal and organometallic compounds ; P derivatives ; Preparations and properties ; Wittig reagents (I)</subject><ispartof>Phosphorus, sulfur, and silicon and the related elements, 1991-08, Vol.61 (1-2), p.131-135</ispartof><rights>Copyright Taylor & Francis Group, LLC 1991</rights><rights>1991 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c243t-5798b1eab92e46488f468d1f3ff9099efca4d744227c2cdcf5b7ed6e4c28712a3</citedby><cites>FETCH-LOGICAL-c243t-5798b1eab92e46488f468d1f3ff9099efca4d744227c2cdcf5b7ed6e4c28712a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.tandfonline.com/doi/pdf/10.1080/10426509108027345$$EPDF$$P50$$Ginformaworld$$H</linktopdf><linktohtml>$$Uhttps://www.tandfonline.com/doi/full/10.1080/10426509108027345$$EHTML$$P50$$Ginformaworld$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,59647,60436</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=19825463$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Boulos, L. S.</creatorcontrib><creatorcontrib>Eldin, N. Khir</creatorcontrib><creatorcontrib>Zayed, M. F.</creatorcontrib><title>STUDIES ON PHOSPHONIUM YLIDES-XVI. THE REACTION OF WITTIG REAGENTS WITH 4-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE AND ITS N-HYDROXY IMIDE</title><title>Phosphorus, sulfur, and silicon and the related elements</title><description>Wittig reagents (Ia-d)) react with 4-cyclohexene-1,2-dicarboxylic anhydride (IIa) to give the new ethyl enic adducts (IIIa-f). On the other hand, methylenetriphenylphosphorane (Id) reacts with N-hydroxy-4-cyclohexene-1,2-dicarboxy-imide (IIb) affording the new spiro ylid-phosphorane adduct (IV). Structural reasoning for the new adducts (IIIa-f) and (IV) was based on compatible analytical and spectral data. A mechanism is proposed to explain the formation of the new ylid-phosphorane adduct (IV).</description><subject>1,3- phthalanacetate (IIIb)</subject><subject>1,3-phthalanacetate (IIIa)</subject><subject>1-œ</subject><subject>1.3.œ</subject><subject>3a,4,7,7a-tetrahydro-1,3-phenacylidenephthalane (IIId) and the new spiro-phosphorane adduct (IV)</subject><subject>3a,4,7,7a-tetrahydro-3-phenacylidenephthalide (IIIc)</subject><subject>4-cyclohexene-1,2-dicarboxylic anhydride and its N-hydroxy-imide (IIa,b)</subject><subject>Chemistry</subject><subject>diethyl 3a,4,7,7a-tetrahydro-Δ</subject><subject>ethyl 3a,4,7,7a-tetrahydro-3-oxo-Δ</subject><subject>Exact sciences and technology</subject><subject>Organic chemistry</subject><subject>Organometalloidal and organometallic compounds</subject><subject>P derivatives</subject><subject>Preparations and properties</subject><subject>Wittig reagents (I)</subject><issn>1042-6507</issn><issn>1563-5325</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1991</creationdate><recordtype>article</recordtype><recordid>eNp1kM1Kw0AUhYMoWKsP4G427pw6f_kDNzWZNgNpIk2q7SpMJxmopLZMCtI38LGdUMWFuBjm3nPPdy5cx7nFaIRRgB4wYsRzUdg3xKfMPXMG2PUodClxz21t59Aa_EvnquveEEIhoWjgfBblIha8AHkGnpO8sC8TixlYpSLmBVy-iBEoEw7mfByVwpryCXgVZSmmvTTlWVn0fQIYjFZRmid8yTMO8T2BsYjG86d8aaMiMM6SVTy3mbaKgbBUBnvFjoGYWf3audCy7Zqb73_oLCa8jBKY5lMblEJFGD1A1w-DNW7kOiQN81gQaOYFNdZU6xCFYaOVZLXPGCG-IqpW2l37Te01TJHAx0TSoYNPucrsus40utqbzVaaY4VR1V-v-nNKy9ydmL3slGy1ke9q0_2CYUBc5lHrezz5Nu96Z7byY2faujrIY7szPxD9f80XAfp7Fg</recordid><startdate>19910801</startdate><enddate>19910801</enddate><creator>Boulos, L. S.</creator><creator>Eldin, N. Khir</creator><creator>Zayed, M. F.</creator><general>Taylor & Francis Group</general><general>Taylor and Francis</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>19910801</creationdate><title>STUDIES ON PHOSPHONIUM YLIDES-XVI. THE REACTION OF WITTIG REAGENTS WITH 4-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE AND ITS N-HYDROXY IMIDE</title><author>Boulos, L. S. ; Eldin, N. Khir ; Zayed, M. F.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c243t-5798b1eab92e46488f468d1f3ff9099efca4d744227c2cdcf5b7ed6e4c28712a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1991</creationdate><topic>1,3- phthalanacetate (IIIb)</topic><topic>1,3-phthalanacetate (IIIa)</topic><topic>1-œ</topic><topic>1.3.œ</topic><topic>3a,4,7,7a-tetrahydro-1,3-phenacylidenephthalane (IIId) and the new spiro-phosphorane adduct (IV)</topic><topic>3a,4,7,7a-tetrahydro-3-phenacylidenephthalide (IIIc)</topic><topic>4-cyclohexene-1,2-dicarboxylic anhydride and its N-hydroxy-imide (IIa,b)</topic><topic>Chemistry</topic><topic>diethyl 3a,4,7,7a-tetrahydro-Δ</topic><topic>ethyl 3a,4,7,7a-tetrahydro-3-oxo-Δ</topic><topic>Exact sciences and technology</topic><topic>Organic chemistry</topic><topic>Organometalloidal and organometallic compounds</topic><topic>P derivatives</topic><topic>Preparations and properties</topic><topic>Wittig reagents (I)</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Boulos, L. S.</creatorcontrib><creatorcontrib>Eldin, N. Khir</creatorcontrib><creatorcontrib>Zayed, M. F.</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Phosphorus, sulfur, and silicon and the related elements</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Boulos, L. S.</au><au>Eldin, N. Khir</au><au>Zayed, M. F.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>STUDIES ON PHOSPHONIUM YLIDES-XVI. THE REACTION OF WITTIG REAGENTS WITH 4-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE AND ITS N-HYDROXY IMIDE</atitle><jtitle>Phosphorus, sulfur, and silicon and the related elements</jtitle><date>1991-08-01</date><risdate>1991</risdate><volume>61</volume><issue>1-2</issue><spage>131</spage><epage>135</epage><pages>131-135</pages><issn>1042-6507</issn><eissn>1563-5325</eissn><coden>PSSLEC</coden><abstract>Wittig reagents (Ia-d)) react with 4-cyclohexene-1,2-dicarboxylic anhydride (IIa) to give the new ethyl enic adducts (IIIa-f). On the other hand, methylenetriphenylphosphorane (Id) reacts with N-hydroxy-4-cyclohexene-1,2-dicarboxy-imide (IIb) affording the new spiro ylid-phosphorane adduct (IV). Structural reasoning for the new adducts (IIIa-f) and (IV) was based on compatible analytical and spectral data. A mechanism is proposed to explain the formation of the new ylid-phosphorane adduct (IV).</abstract><cop>Philadelphia, PA</cop><pub>Taylor & Francis Group</pub><doi>10.1080/10426509108027345</doi><tpages>5</tpages></addata></record>
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subjects	1,3- phthalanacetate (IIIb) 1,3-phthalanacetate (IIIa) 1-œ 1.3.œ 3a,4,7,7a-tetrahydro-1,3-phenacylidenephthalane (IIId) and the new spiro-phosphorane adduct (IV) 3a,4,7,7a-tetrahydro-3-phenacylidenephthalide (IIIc) 4-cyclohexene-1,2-dicarboxylic anhydride and its N-hydroxy-imide (IIa,b) Chemistry diethyl 3a,4,7,7a-tetrahydro-Δ ethyl 3a,4,7,7a-tetrahydro-3-oxo-Δ Exact sciences and technology Organic chemistry Organometalloidal and organometallic compounds P derivatives Preparations and properties Wittig reagents (I)
title	STUDIES ON PHOSPHONIUM YLIDES-XVI. THE REACTION OF WITTIG REAGENTS WITH 4-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE AND ITS N-HYDROXY IMIDE
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