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Flexible Route to [4.1.1] Propellanes

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Flexible Route to [4.1.1] Propellanes. / Al-Dulayymi, Ahmad; Al-Dulayymi, Juma'a; Baird, Mark.
In: Tetrahedron Letters, Vol. 38, No. 38, 1997, p. 6755-6758.

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

HarvardHarvard

Al-Dulayymi, A, Al-Dulayymi, J & Baird, M 1997, 'Flexible Route to [4.1.1] Propellanes', Tetrahedron Letters, vol. 38, no. 38, pp. 6755-6758.

APA

Al-Dulayymi, A., Al-Dulayymi, J., & Baird, M. (1997). Flexible Route to [4.1.1] Propellanes. Tetrahedron Letters, 38(38), 6755-6758.

CBE

Al-Dulayymi A, Al-Dulayymi J, Baird M. 1997. Flexible Route to [4.1.1] Propellanes. Tetrahedron Letters. 38(38):6755-6758.

MLA

Al-Dulayymi, Ahmad, Juma'a Al-Dulayymi, and Mark Baird. "Flexible Route to [4.1.1] Propellanes". Tetrahedron Letters. 1997, 38(38). 6755-6758.

VancouverVancouver

Al-Dulayymi A, Al-Dulayymi J, Baird M. Flexible Route to [4.1.1] Propellanes. Tetrahedron Letters. 1997;38(38):6755-6758.

Author

Al-Dulayymi, Ahmad ; Al-Dulayymi, Juma'a ; Baird, Mark. / Flexible Route to [4.1.1] Propellanes. In: Tetrahedron Letters. 1997 ; Vol. 38, No. 38. pp. 6755-6758.

RIS

TY - JOUR

T1 - Flexible Route to [4.1.1] Propellanes

AU - Al-Dulayymi, Ahmad

AU - Al-Dulayymi, Juma'a

AU - Baird, Mark

PY - 1997

Y1 - 1997

N2 - Reaction of Diels-Alder adducts of 1-bromo-2-bromomethylcyclopropene and either 1,3-dienes or furans with butyl lithium leads to a 1,3-dehalogenation to produce [4.1.1]propellanes. The oxygen bridged propellane derived from furan reacts with a second mol.equiv. of butyllithium by cleavage of the bridge with allylic rearrangement and the formation of a cis-3-butyl-[4.1.1]propell-4-en-2-ol.

AB - Reaction of Diels-Alder adducts of 1-bromo-2-bromomethylcyclopropene and either 1,3-dienes or furans with butyl lithium leads to a 1,3-dehalogenation to produce [4.1.1]propellanes. The oxygen bridged propellane derived from furan reacts with a second mol.equiv. of butyllithium by cleavage of the bridge with allylic rearrangement and the formation of a cis-3-butyl-[4.1.1]propell-4-en-2-ol.

M3 - Article

VL - 38

SP - 6755

EP - 6758

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 38

ER -