A simple organocobalt mediated synthesis of substituted 3-oxabicyclo[3.3.0]oct-6-en-7-ones

David C. Billington, Debra Willison

Research output: Contribution to journal › Article

38 Citations (Scopus)

Abstract

A range of substituted propargyl alcohols form ethers with allyl bromide in good yields; conversion of these ethers to the alkyne hexacarbonyl dicobalt complexes using Co2(CO)8, followed by intramolecular cyclisation gives substituted 3-oxabicyclo[3.3.0]oct-6-en-7-ones (4a–4e) in fair to moderate yields.
LanguageEnglish
Pages4041-4044
Number of pages4
JournalTetrahedron Letters
Volume25
Issue number36
DOIs
Publication statusPublished - 1984

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Ethers
Alkynes
Cyclization
allyl bromide
propargyl alcohol

Keywords

  • organocobalt
  • propargyl alcohols
  • intramolecular cyclisation

Cite this

Billington, David C. ; Willison, Debra. / A simple organocobalt mediated synthesis of substituted 3-oxabicyclo[3.3.0]oct-6-en-7-ones. In: Tetrahedron Letters. 1984 ; Vol. 25, No. 36. pp. 4041-4044.
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abstract = "A range of substituted propargyl alcohols form ethers with allyl bromide in good yields; conversion of these ethers to the alkyne hexacarbonyl dicobalt complexes using Co2(CO)8, followed by intramolecular cyclisation gives substituted 3-oxabicyclo[3.3.0]oct-6-en-7-ones (4a–4e) in fair to moderate yields.",
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Billington, DC & Willison, D 1984, 'A simple organocobalt mediated synthesis of substituted 3-oxabicyclo[3.3.0]oct-6-en-7-ones' Tetrahedron Letters, vol. 25, no. 36, pp. 4041-4044. https://doi.org/10.1016/0040-4039(84)80061-1

A simple organocobalt mediated synthesis of substituted 3-oxabicyclo[3.3.0]oct-6-en-7-ones. / Billington, David C.; Willison, Debra.

In: Tetrahedron Letters, Vol. 25, No. 36, 1984, p. 4041-4044.

Research output: Contribution to journal › Article

TY - JOUR

T1 - A simple organocobalt mediated synthesis of substituted 3-oxabicyclo[3.3.0]oct-6-en-7-ones

AU - Billington, David C.

AU - Willison, Debra

PY - 1984

Y1 - 1984

N2 - A range of substituted propargyl alcohols form ethers with allyl bromide in good yields; conversion of these ethers to the alkyne hexacarbonyl dicobalt complexes using Co2(CO)8, followed by intramolecular cyclisation gives substituted 3-oxabicyclo[3.3.0]oct-6-en-7-ones (4a–4e) in fair to moderate yields.

AB - A range of substituted propargyl alcohols form ethers with allyl bromide in good yields; conversion of these ethers to the alkyne hexacarbonyl dicobalt complexes using Co2(CO)8, followed by intramolecular cyclisation gives substituted 3-oxabicyclo[3.3.0]oct-6-en-7-ones (4a–4e) in fair to moderate yields.

KW - organocobalt

KW - propargyl alcohols

KW - intramolecular cyclisation

U2 - 10.1016/0040-4039(84)80061-1

DO - 10.1016/0040-4039(84)80061-1

M3 - Article

VL - 25

SP - 4041

EP - 4044

JO - Tetrahedron Letters

T2 - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 36

ER -

Billington DC, Willison D. A simple organocobalt mediated synthesis of substituted 3-oxabicyclo[3.3.0]oct-6-en-7-ones. Tetrahedron Letters. 1984;25(36):4041-4044. https://doi.org/10.1016/0040-4039(84)80061-1

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