Tetrahedron

… —LII: The reaction of conjugated dienic propellanes with singlet oxygen11Part LI. P. Ashkenazi, R. Gleiter, W. Von Philipsborn, P. Bigler and D. Ginsburg, Tetrahedron …

I Landheer, D Ginsburg

Index: Landheer, Iman; Ginsburg, David Tetrahedron, 1981 , vol. 37, p. 133 - 142

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Abstract

The reactions of propellanes containing one or two cyclohexadiene rings with singlet oxygen take the course of exclusive syn-attack with respect to a hetero-ring containing two CO groups. When only one or no CO group is found in the hetero-ring, both syn-and anti- attack occur. The former course is interpreted in terms of secondary orbital interactions which stabilize the transition state for syn-attack.

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