Tetrahedron Letters

Palladium catalyzed cyclization of 1, 5-bismethylenecyclooctane application to one carbon ring enlargement

A Heumann, M Reglier, B Waegell

Index: Heumann, A.; Reglier, M.; Waegell, B. Tetrahedron Letters, 1983 , vol. 24, # 19 p. 1971 - 1974

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Citation Number: 15

Abstract

Abstract 1, 5-Bismethylene cyclooctane 1 is transformed in a one pot multi step sequence to bridgehead substituted bicyclo [4. 3. 1] decane derivatives by a catalytical Pd II mediated oxidation reaction. A regioselective Wagner Meerwein rearrangement leading to ring enlargement is involved. The major product 5 can be fragmentated to a nine membered ring.