Tetrahedron letters

Cobalt π-cations in carbocyclic ring constructions

GB Gill, G Pattenden, GA Roan

Index: Gill, G. Bryon; Pattenden, Gerald; Roan, Graeme A. Tetrahedron Letters, 1996 , vol. 37, # 52 p. 9369 - 9372

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Citation Number: 25

Abstract

In a combination of cobalt-mediated cationic and free radical chemistry, treatment of the allyl silane substituted β-hydroxycobaloxime 13 with pTSA led predominantly to the trans- disubstituted cyclopentane 14, which on irradiation with TEMPO produced 15. In a similar manner, the cobaloxime 18 was cyclised to 19 in the presence of pTSA which, on irradiation with a sunlamp then underwent radical mediated cyclisation to the substituted indane 20.