Phosphoramidites based on phenyl-substituted 1,2-diols as ligands in palladium-catalyzed asymmetric allylations: the contribution of steric demand and chiral centers to the enantioselectivity |
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| Authors: | Konstantin N. Gavrilov Sergey V. ZheglovMariya N. Gavrilova Ilya V. ChuchelkinNikolay N. Groshkin Eugenie A. RastorguevVadim 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: | A small family of readily available phosphoramidite ligands, including compounds with P∗-stereocenters, has been prepared from phenyl-substituted 1,2-diols as simple and cheap starting materials. Using these ligands, up to 84% ee was achieved in Pd-catalyzed asymmetric allylic substitution. The influence of structural modules such as asymmetric atoms and steric demand on the enantioselectivity is discussed. |
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| Keywords: | Asymmetric allylic substitution Palladium Phosphorus ligands Phosphoramidites |
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