Formal Total Synthesis of (±)-α- and β-Cedrene by Preparation of Cedrone. Construction of the Tricyclic Carbon Skeleton by the Use of a Highly Efficient Intramolecular Khand Annulation
The cedrene carbon skeleton was rapidly assembled from a simple monocyclic precursor by the strategic use of a high yielding intramolecular Khand cyclization reaction. Further synthetic manipulations provided a concise formal total synthesis of α- and β-cedrene.
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| Veröffentlicht in: | Organic letters 2001-09, Vol.3 (19), p.2945-2948 |
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| container_end_page | 2948 |
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| container_issue | 19 |
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| container_title | Organic letters |
| container_volume | 3 |
| creator | Kerr, William J McLaughlin, Mark Morrison, Angus J Pauson, Peter L |
| description | The cedrene carbon skeleton was rapidly assembled from a simple monocyclic precursor by the strategic use of a high yielding intramolecular Khand cyclization reaction. Further synthetic manipulations provided a concise formal total synthesis of α- and β-cedrene. |
| doi_str_mv | 10.1021/ol016054a |
| format | Article |
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| fulltext | fulltext |
| identifier | ISSN: 1523-7060 |
| ispartof | Organic letters, 2001-09, Vol.3 (19), p.2945-2948 |
| issn | 1523-7060 1523-7052 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_71161325 |
| source | MEDLINE; American Chemical Society Journals |
| subjects | Heterocyclic Compounds, 3-Ring - chemical synthesis Isomerism Juniperus - chemistry Plant Oils - chemical synthesis Sesquiterpenes - chemical synthesis Stereoisomerism |
| title | Formal Total Synthesis of (±)-α- and β-Cedrene by Preparation of Cedrone. Construction of the Tricyclic Carbon Skeleton by the Use of a Highly Efficient Intramolecular Khand Annulation |
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