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Formation of some bicyclic systems by radical ring-closure

✍ Scribed by Athelstan L.J. Beckwith; George Phillipou; Algirdas K. Serelis

Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
186 KB
Volume
22
Category
Article
ISSN
0040-4039

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✦ Synopsis

The rates and stereochemistry of ring closure of the radicah (21, (Lj), Cl_?), and (161 have been detemined and rationalised.

Recently,l we suggested that 1,5-ring closures of substituted hex-5-enyl radicals and related acyclic species are stereoselective: l-or 3-substituted systems give mainly cisdisubstituted cyclic products whereas 2-or 4-substituted systems give mainly trans. Cyclizations of acyclic substituted hex-5-enyl radicals generally conform to this guideline but ring-

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Radical cyclization on carbohydrate pyra
Radical cyclization on carbohydrate pyranosides: A controlled formation of functionalized ring-fused bicyclic acetals
✍ Catherine Audin; Jean-Marc Lancelin; Jean-Marie Beau πŸ“‚ Article πŸ“… 1988 πŸ› Elsevier Science 🌐 French βš– 269 KB

Cis-fused chiml bicyclic acetals are readily prepared from glycak in a two-step procedure via the tri-n-butylstannane-mediated cyclization of simple W-unsaturated glycosides of 2-bromo-2-deory-glycopymnosides.