The use of stabilized carbon nucleophiles in palladium(II)-catalyzed 1,4-oxidation of conjugated dienes
✍ Scribed by Magnus Rönn; Pher G. Andersson; Jan-E. Bäckvall
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 199 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Palladium(lI)-catalyzed aerobic oxidation of conjugated dienes 3 having a stabilized carbon nucleophile in the side chain resulted in a carbecyclization with an overall 1,4-cis-addition to the diene. The reactions were carried under an atmosphere of molecular oxygen in DMSO. An interesting exolendo selectivity of the electronwithdrawing groups in the tether led to a control of the relative stereochemistry between four stereogenic centers.
📜 SIMILAR VOLUMES
Evidence for a coordination of p-benxoquinone to palladium in [4-acetoxy-n3-(1,2,3)-cyclohexenyllpalladium(II) complexes was provided by changes of the 'H NMR chemical shift values of the r-ally1 protons and a decrease of the spin-lattice relaxation time constant for the p-benxoquinone protons. We h