Promoted by catalytic amounts of Ni complexes tertiary a-hydroxyketones 1a, 3a-5a undergo rearrangement, forming chiral isomers 1b, 3b-5b. The best enantioselection was obtained with the model system 1-benzoylcyclopentanol 4a/2-hydroxy-2phenylcyclohexanone 4b. In a ligand screening 2-[4-(S)-tert-but
Base catalysed rearrangements of α-ketols
✍ Scribed by Yehuda Mazur; Manasse Nussim
- Publisher
- Elsevier Science
- Year
- 1961
- Tongue
- French
- Weight
- 225 KB
- Volume
- 2
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
📜 SIMILAR VOLUMES
1 Concerted [1.2]-shifts occur very easily in carbonium ions, (11, X = Y = E or CR,, \* -+, but not in radicals (1). l -l , or carbanious, (1). \* --. This is readily explained2 by considering the 3-centre orbitals of the transition state. Uowever concerted [1,2]-shifts with retention of configurati
## Abstract The BF~3~ · Et~2~O‐ and the CH~3~SO~3~H‐catalysed rearrangements of 10 α‐vinylcyclobutanones have been examined. With little acid, the β,β‐dialkyl derivatives **1** were transformed into linear dienones **2** and **3**; with more acid, they were converted into cyclopentenones **4** by _