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Enantioselective palladium catalysed allylic substitution with thienyl oxazoline ligands

✍ Scribed by Christopher G Frost; Jonathan MJ Williams

Publisher
Elsevier Science
Year
1993
Tongue
French
Weight
271 KB
Volume
34
Category
Article
ISSN
0040-4039

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✦ Synopsis

The use of homochiral oxaxolines as ligands in metal catalysed reactions has recently been mceiving a gmat deal of attention. For example, enantioselective cyclopropanation,l hydrosilylation2 and Diels AldeS reactions have been reported to proceed with remarkably high levels of enantioselectivity.

Furthermore, Pfaltx has reported the use of homochiral bis-oxaxolines and related ligands with a similar topology for asymmetric psRadium catalysed allylic substitutioIl.4

As paa of a programme for controlling the enantioselectivity of catalytic pmcemes using a combination of steric and electronic factors, we wish to report the use of ligands 1 which exploit the stemochemistrydirecdng prope&s of the homochiml oxaxoline moiety and also contain a further donor atom

πŸ“œ SIMILAR VOLUMES

Asymmetric palladium catalysed allylic s
Asymmetric palladium catalysed allylic substitution using phosphorus containing oxazoline ligands
✍ Graham J. Dawson; Christopher G. Frost; Jonathan M.J. Williams; Steven J. Coote πŸ“‚ Article πŸ“… 1993 πŸ› Elsevier Science 🌐 French βš– 132 KB

A series of new phosphorus-containing oxazoline ligands has been developed. The use of these ligands for asymmetric palladium camlysed allylic substitution of 1,3-diphenylprop-2enyLI-acetate 12 with the sodium salt of dimethylmalonale has been achieved with 90 -94% ee and 88 -99% yield.