Practical synthesis and reactivity of [3]dendralene
A convenient and high-yielding three-step synthesis of the simplest branched triene, [3]dendralene, has been devised. The synthesis is robust and operationally simple, requiring no chromatography and involving no protecting groups or specialized equipment, allowing the synthesis of the volatile hydr...
| Main Authors: | , , , , |
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| Format: | Journal Article |
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American Chemical Society
2010
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| Online Access: | http://hdl.handle.net/20.500.11937/6896 |
| _version_ | 1848745209587826688 |
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| author | Bradford, T. Payne, Alan Willis, A. Paddon-Row, M. Sherburn, M. |
| author_facet | Bradford, T. Payne, Alan Willis, A. Paddon-Row, M. Sherburn, M. |
| author_sort | Bradford, T. |
| building | Curtin Institutional Repository |
| collection | Online Access |
| description | A convenient and high-yielding three-step synthesis of the simplest branched triene, [3]dendralene, has been devised. The synthesis is robust and operationally simple, requiring no chromatography and involving no protecting groups or specialized equipment, allowing the synthesis of the volatile hydrocarbon in pure, solvent free form on a multigram scale. The stability, dimerization when stored neat, and Diets-Alder reactivity of [3]dendralene-including double cycloaddition sequences and catalytic enantio selective variant-are reported. |
| first_indexed | 2025-11-14T06:13:43Z |
| format | Journal Article |
| id | curtin-20.500.11937-6896 |
| institution | Curtin University Malaysia |
| institution_category | Local University |
| last_indexed | 2025-11-14T06:13:43Z |
| publishDate | 2010 |
| publisher | American Chemical Society |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | curtin-20.500.11937-68962017-09-13T14:40:28Z Practical synthesis and reactivity of [3]dendralene Bradford, T. Payne, Alan Willis, A. Paddon-Row, M. Sherburn, M. Pyrolysis Equivalent Conjugation Hydrocarbons 4-Pentadiene Diels-Alder Reactions Cationic Oxazaborolidines Dendralene Family Cycloadditions 3-Methylene-1 Catalysis A convenient and high-yielding three-step synthesis of the simplest branched triene, [3]dendralene, has been devised. The synthesis is robust and operationally simple, requiring no chromatography and involving no protecting groups or specialized equipment, allowing the synthesis of the volatile hydrocarbon in pure, solvent free form on a multigram scale. The stability, dimerization when stored neat, and Diets-Alder reactivity of [3]dendralene-including double cycloaddition sequences and catalytic enantio selective variant-are reported. 2010 Journal Article http://hdl.handle.net/20.500.11937/6896 10.1021/jo9024557 American Chemical Society restricted |
| spellingShingle | Pyrolysis Equivalent Conjugation Hydrocarbons 4-Pentadiene Diels-Alder Reactions Cationic Oxazaborolidines Dendralene Family Cycloadditions 3-Methylene-1 Catalysis Bradford, T. Payne, Alan Willis, A. Paddon-Row, M. Sherburn, M. Practical synthesis and reactivity of [3]dendralene |
| title | Practical synthesis and reactivity of [3]dendralene |
| title_full | Practical synthesis and reactivity of [3]dendralene |
| title_fullStr | Practical synthesis and reactivity of [3]dendralene |
| title_full_unstemmed | Practical synthesis and reactivity of [3]dendralene |
| title_short | Practical synthesis and reactivity of [3]dendralene |
| title_sort | practical synthesis and reactivity of [3]dendralene |
| topic | Pyrolysis Equivalent Conjugation Hydrocarbons 4-Pentadiene Diels-Alder Reactions Cationic Oxazaborolidines Dendralene Family Cycloadditions 3-Methylene-1 Catalysis |
| url | http://hdl.handle.net/20.500.11937/6896 |