Synthesis of Highly Functionalised Enantiopure Bicyclo[3.2.1]- octane Systems from Carvone
The commercially available monoterpene carvone has been efficiently convertedinto the tricyclo[3.2.1.02.7]octane and bicyclo[3.2.1]octane systems characteristic of somebiologically active compounds. The sequence used for this transformation involves as keyfeatures an intramolecular Diels-Alder react...
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MDPI AG
2004-04-01
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Series: | Molecules |
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Online Access: | http://www.mdpi.com/1420-3049/9/5/287/ |
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author | Noelia Vera Ismael Navarro Ignacio de Alfonso Ana C. Cuñat Consuelo Agulló Antonio Abad |
author_facet | Noelia Vera Ismael Navarro Ignacio de Alfonso Ana C. Cuñat Consuelo Agulló Antonio Abad |
author_sort | Noelia Vera |
collection | DOAJ |
description | The commercially available monoterpene carvone has been efficiently convertedinto the tricyclo[3.2.1.02.7]octane and bicyclo[3.2.1]octane systems characteristic of somebiologically active compounds. The sequence used for this transformation involves as keyfeatures an intramolecular Diels-Alder reaction of a 5-vinyl-1,3-cyclohexadiene and acyclopropane ring opening. |
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institution | Directory Open Access Journal |
issn | 1420-3049 |
language | English |
last_indexed | 2024-12-10T04:33:56Z |
publishDate | 2004-04-01 |
publisher | MDPI AG |
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series | Molecules |
spelling | doaj.art-360d1c95bd2543499ebee5fc57f40e3c2022-12-22T02:02:03ZengMDPI AGMolecules1420-30492004-04-019528729910.3390/90500287Synthesis of Highly Functionalised Enantiopure Bicyclo[3.2.1]- octane Systems from CarvoneNoelia VeraIsmael NavarroIgnacio de AlfonsoAna C. CuñatConsuelo AgullóAntonio AbadThe commercially available monoterpene carvone has been efficiently convertedinto the tricyclo[3.2.1.02.7]octane and bicyclo[3.2.1]octane systems characteristic of somebiologically active compounds. The sequence used for this transformation involves as keyfeatures an intramolecular Diels-Alder reaction of a 5-vinyl-1,3-cyclohexadiene and acyclopropane ring opening.http://www.mdpi.com/1420-3049/9/5/287/CarvoneDiels-Alder reactioncyclopropane cleavage5-vinyl-13- cyclohexadienesamarium diiodidebicyclo[3.2.1]octanetricyclo[3.2.1.02.7]octane |
spellingShingle | Noelia Vera Ismael Navarro Ignacio de Alfonso Ana C. Cuñat Consuelo Agulló Antonio Abad Synthesis of Highly Functionalised Enantiopure Bicyclo[3.2.1]- octane Systems from Carvone Molecules Carvone Diels-Alder reaction cyclopropane cleavage 5-vinyl-1 3- cyclohexadiene samarium diiodide bicyclo[3.2.1]octane tricyclo[3.2.1.02.7]octane |
title | Synthesis of Highly Functionalised Enantiopure Bicyclo[3.2.1]- octane Systems from Carvone |
title_full | Synthesis of Highly Functionalised Enantiopure Bicyclo[3.2.1]- octane Systems from Carvone |
title_fullStr | Synthesis of Highly Functionalised Enantiopure Bicyclo[3.2.1]- octane Systems from Carvone |
title_full_unstemmed | Synthesis of Highly Functionalised Enantiopure Bicyclo[3.2.1]- octane Systems from Carvone |
title_short | Synthesis of Highly Functionalised Enantiopure Bicyclo[3.2.1]- octane Systems from Carvone |
title_sort | synthesis of highly functionalised enantiopure bicyclo 3 2 1 octane systems from carvone |
topic | Carvone Diels-Alder reaction cyclopropane cleavage 5-vinyl-1 3- cyclohexadiene samarium diiodide bicyclo[3.2.1]octane tricyclo[3.2.1.02.7]octane |
url | http://www.mdpi.com/1420-3049/9/5/287/ |
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