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Stereoselectivity in the Homo Diels-Alder Reaction

✍ Scribed by Mark Lautens; Louise G. Edwards

Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
258 KB
Volume
30
Category
Article
ISSN
0040-4039

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✦ Synopsis

Ni(COD)z/Ph3P or Ni(acac)2/Et3Al/PhsP have been shown to be effective catalysts for the stereoselective homo Diels-Alder reaction between norbomadiene and electron deficient olefins. High and opposite stereoselectivity was observed for cyclic and acyclic enones. Vinyl sulfoxides gave predominantly one isomer, whereas vinyl sulfones were non-selective.

πŸ“œ SIMILAR VOLUMES

Stereoselectivity in the diels-alder rea
Stereoselectivity in the diels-alder reactions of tropylium ion
✍ George B Clemans; Michael A. Dobbins πŸ“‚ Article πŸ“… 1982 πŸ› Elsevier Science 🌐 French βš– 228 KB

New Diels-Alder reactions of tropylium ion are studied, and the observed stereoselectivities suggest that solvent effects determine the steric course of these reactions. Troplylium ion (1) has been found to undergo a number of Diels-Alder type reactions with high endo selectivity.2