Carbocyclic ring expansion reactions via radical chain processes

JE Baldwin, RM Adlington, J Robertson

Index: Baldwin, Jack E.; Adlington, Robert M.; Robertson, Jeremy Journal of the Chemical Society, Chemical Communications, 1988 , # 21 p. 1404 - 1406

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Abstract

Free radical mediated ring expansion of cis-and trans-α-substituted-β- stannylcyclohexanones provides efficient routes to cis-and trans-cyclononenones and cyclodecenones; the cis-/trans-geometry of the precursor controls the alkene geometry of the ring-expanded product.

~37%

~43%

Wharton fragmentation of monosulfonates of methylhexahydroin...

[Caine, Drury; McCloskey, Candice J.; Derveer, Donald Van Journal of Organic Chemistry, 1985 , vol. 50, # 2 p. 175 - 179]

Palladium catalyzed cyclization of 1, 5-bismethylenecyclooct...

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

Carbocyclic ring expansion reactiuon VIA radical chain proce...

[Baldwin, Jack E.; Adlington, Robert M.; Robertson, Jeremy Tetrahedron, 1989 , vol. 45, # 4 p. 909 - 922]

Wharton fragmentation of monosulfonates of methylhexahydroin...

[Caine, Drury; McCloskey, Candice J.; Derveer, Donald Van Journal of Organic Chemistry, 1985 , vol. 50, # 2 p. 175 - 179]