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

doi:10.1021/ol016054a

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

Pure And Applied Chemistry

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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.

Original language	English
Pages (from-to)	2945-2948
Number of pages	4
Journal	Organic Letters
Volume	3
Issue number	19
DOIs	https://doi.org/10.1021/ol016054a
Publication status	Published - 20 Sept 2001

Keywords

cedrene
monocyclic precursor
Khand cyclization reaction

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10.1021/ol016054a

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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",

year = "2001",

month = sep,

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doi = "10.1021/ol016054a",

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volume = "3",

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journal = "Organic Letters",

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

Research output: Contribution to journal › Article › peer-review

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

DO - 10.1021/ol016054a

M3 - Article

SN - 1523-7060

VL - 3

SP - 2945

EP - 2948

JO - Organic Letters

JF - Organic Letters

IS - 19

ER -

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

Keywords

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