Sulfonylmercuration of conjugated dienes. A facile route to allyl- and dienyl-sulfones
✍ Scribed by Ove S. Andell; Jan-E. Bäckvall
- Publisher
- Elsevier Science
- Year
- 1985
- Tongue
- French
- Weight
- 230 KB
- Volume
- 26
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Phenylsulfonylmercuration of 1,3-dienes gives mercury adducts, which on treatment with base afford phenylsulfonyldienes. In most cases the reaction proceeds regioselectively to give 2-(phenylsulfonyl)-1,3-dienes. These are useful synthetic intermediates and can be readily transformed to a variety of functionalized allylsulfones by Michael-type addition.
📜 SIMILAR VOLUMES
The palladium(II)-catalyzed chloroacetoxylation of 1,3-dienes is employed to prepare 1-chloro-4-acetoxy-2-alkenes which are then transformed into 1-phosphoryl-or lsulfonyl-4-acetoxy-2-alkenes respectively. Elimination of acetate is promoted by palladium(O)-catalysis or by sodium hydride, producing t
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