Pd-catalyzed asymmetric reactions using resorcinol- and hydroquinone-based P∗,P∗-bidentate diamidophosphites |
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| Authors: | Konstantin N. Gavrilov Sergey V. ZheglovAlexei A. Shiryaev Nikolay N. GroshkinEugenie A. Rastorguev Eduard B. BenetskiyVadim A. Davankov |
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| Affiliation: | a Department of Chemistry, Ryazan State University, 46 Svoboda Street, 390000 Ryazan, Russian Federation
b Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov Street, 119991 Moscow, Russian Federation |
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| Abstract: | Readily available isomeric bisdiamidophosphites with P∗-stereocentres have been prepared using resorcinol and hydroquinone as simple and cheap starting materials. Palladium catalytic systems containing these P∗,P∗-bidentate ligands afforded 99% and 70% ees in asymmetric allylic substitution and desymmetrization processes, respectively. The influence of the precatalyst, substrate, nucleophile, and solvent on the enantioselectivity is discussed. |
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| Keywords: | Asymmetric allylic substitution Desymmetrization Palladium Phosphorus ligands Diamidophosphites |
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