Synthesis of difunctionalized iceane derivatives: 3, 13-dimethylene-8-oxapentacyclo [8.3. 1.12, 6.04, 12.06, 10] pentadecane

PR Spurr, DPG Hamon

Index: Spurr,P.R.; Hamon,D.P. Journal of the American Chemical Society, 1983 , vol. 105, p. 4734

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Citation Number: 14

Abstract

Abstract: The propellane 12-oxatricyclo [4.4. 3.01~ 6] trideca-3, 8-diene (81) undergoes two consecutive Diels-Alder reactions, the first intermolecular and the second intramolecular, with the regenerable diene tetrachlorothiophene 1, l-dioxide to give 1 l-oxa-2, 3, 4, 5- tetrachlorohexacyclo [7.6. 1. 16~ 13.0 z~ 7.05 J5. 09J3]-3-heptadecane (41). Related propellanes undergo similar reactions.