The palladium catalyzed allylic alkylation of bis(trimethylsilyl) substituted propenyl acetates or carbonates in the presence of chiral ligands
β Scribed by Donna L. Romero; Edward L. Fritzen
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 199 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Palladium catalyzed asymmetric allylic alkylations of a bis(trimethylsilyl) substituted propenyl acetate and carbonate were investigated using various chiral ligands and reaction conditions. The best enantioselectivity (86% e.e.) was obtained with the substrate l-phenyl-3,3-bis(trimethylsilyl)propenyl carbonate 13 and the chiral oxazoline ligand 4c.
π SIMILAR VOLUMES
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Polymer-supported Pd(AAEMA) 2 (Pd-pol) [AAEMA -: deprotonated form of 2-(acetoacetoxy)ethyl methacrylate] in the presence of chiral ligands catalyses the asymmetric substitution of rac-1,3-diphenyl-2-propenyl acetate with dimethyl malonate. A series of conventional ligands were tested: the enantiose