Palladium(0)-catalyzed non-concerted Cope rearrangement
β Scribed by J.L. van der Baan; J. van der Louw; M. Wiersma; F. Bickelhaupt
- Book ID
- 104224695
- Publisher
- Elsevier Science
- Year
- 1992
- Tongue
- French
- Weight
- 147 KB
- Volume
- 33
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
Pd(O)= and Pd(II)-complexes catalyze many isomerization reactions in which an ally1 group migrates from one position in a molecule to another. Examples are the Pd(II)-catalyzed Cope rearrangement1 of 1 ,S-dienes
π SIMILAR VOLUMES
The observation of practically identical activation parameters for the Cope rearrangement 2 Η 6 and its "frustrated" counterpart 1 Η 5 indicates a two-step mechanism for the reaction 2 Η 6. Direct proof of this interpretation comes from trapping experiments, which demonstrate the intermediate format
Pd(0) complexes catalyze the 3-Aza-Cope rearrangement of N-allylenamines to the corresponding 6,c-unsaturated imines or y,+unsaturated carbonyl compounds in the presence of trifluoroacetic acid as co-catalyst. The Cope rearrangements are of considerable synthetic utility. There have been many report