Formal total synthesis of (+/-)-alpha- and beta-cedrene by preparation of cedrone. construction of the tricyclic carbon skeleton by the use of a highly efficient intramolecular khand annulation

W.J. Kerr, M. McLaughlin, A.J. Morrison, P.L. Pauson

Research output: Contribution to journalArticle

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Abstract

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.
LanguageEnglish
Pages2945-2948
Number of pages4
JournalOrganic Letters
Volume3
Issue number19
DOIs
Publication statusPublished - 20 Sep 2001

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musculoskeletal system
Skeleton
manipulators
Carbon
preparation
carbon
synthesis
Cyclization
cedrene

Keywords

  • cedrene
  • monocyclic precursor
  • Khand cyclization reaction

Cite this

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title = "Formal total synthesis of (+/-)-alpha- and beta-cedrene by preparation of cedrone. construction of the tricyclic carbon skeleton by the use of a highly efficient intramolecular khand annulation",
abstract = "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.",
keywords = "cedrene, monocyclic precursor, Khand cyclization reaction",
author = "W.J. Kerr and M. McLaughlin and A.J. Morrison and P.L. Pauson",
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publisher = "American Chemical Society",
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Formal total synthesis of (+/-)-alpha- and beta-cedrene by preparation of cedrone. construction of the tricyclic carbon skeleton by the use of a highly efficient intramolecular khand annulation. / Kerr, W.J.; McLaughlin, M.; Morrison, A.J.; Pauson, P.L.

In: Organic Letters, Vol. 3, No. 19, 20.09.2001, p. 2945-2948.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Formal total synthesis of (+/-)-alpha- and beta-cedrene by preparation of cedrone. construction of the tricyclic carbon skeleton by the use of a highly efficient intramolecular khand annulation

AU - Kerr, W.J.

AU - McLaughlin, M.

AU - Morrison, A.J.

AU - Pauson, P.L.

PY - 2001/9/20

Y1 - 2001/9/20

N2 - 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.

AB - 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.

KW - cedrene

KW - monocyclic precursor

KW - Khand cyclization reaction

U2 - 10.1021/ol016054a

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SP - 2945

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JO - Organic Letters

T2 - Organic Letters

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