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EnglishNew chiral quinolylmethyloxazolines and acridininyloxazolines were prepared and assessed in the enantioselective palladium-catalyzed allylic substitution of 1,3-diphenylprop-2-enyl acetate with dimethyl malonate. The introduction of a benzo-fused substituent on the pyridine ring not containing the chiral backbone resulted in the switch of the expected chiral sense of enantioselection of the reaction. Enantiomeric excesses up to 78% were obtained.
Unexpected reversal of the enantioselectivity using chiral quinolylmethyl- and acridininyloxazokines as ligands for asymmetric palladium-catalyzed allylic alkylation / Pinna, Gérard Aimé. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 11:19(2000), pp. 4027-4036. [10.1016/S0957-4166(00)00358-X]
| Titolo: | Unexpected reversal of the enantioselectivity using chiral quinolylmethyl- and acridininyloxazokines as ligands for asymmetric palladium-catalyzed allylic alkylation | |
| Autori: | ||
| Data di pubblicazione: | 2000 | |
| Rivista: | ||
| Citazione: | Unexpected reversal of the enantioselectivity using chiral quinolylmethyl- and acridininyloxazokines as ligands for asymmetric palladium-catalyzed allylic alkylation / Pinna, Gérard Aimé. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 11:19(2000), pp. 4027-4036. [10.1016/S0957-4166(00)00358-X] | |
| Abstract: | New chiral quinolylmethyloxazolines and acridininyloxazolines were prepared and assessed in the enantioselective palladium-catalyzed allylic substitution of 1,3-diphenylprop-2-enyl acetate with dimethyl malonate. The introduction of a benzo-fused substituent on the pyridine ring not containing the chiral backbone resulted in the switch of the expected chiral sense of enantioselection of the reaction. Enantiomeric excesses up to 78% were obtained. | |
| Handle: | http://hdl.handle.net/11388/264107 | |
| Appare nelle tipologie: | 1.1 Articolo in rivista |
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| Cicu_P_Articolo_2000_Electric.pdf | Versione editoriale (versione finale pubblicata) | Non specificato | Open Access Visualizza/Apri |
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