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 journalArticle

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

Fingerprint

Ethers
Alkynes
Cyclization
allyl bromide
propargyl alcohol

Keywords

  • organocobalt
  • propargyl alcohols
  • intramolecular cyclisation

Cite this

@article{060002a977d6435a9c6e4d6bf8ab5f77,
title = "A simple organocobalt mediated synthesis of substituted 3-oxabicyclo[3.3.0]oct-6-en-7-ones",
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.",
keywords = "organocobalt, propargyl alcohols, intramolecular cyclisation",
author = "Billington, {David C.} and Debra Willison",
year = "1984",
doi = "10.1016/0040-4039(84)80061-1",
language = "English",
volume = "25",
pages = "4041--4044",
journal = "Tetrahedron Letters",
issn = "0040-4039",
number = "36",

}

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 journalArticle

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 -