Catalytic asymmetric synthesis with rh-diene complexes: 1,4-addition of arylboronic acids to unsaturated esters |
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Authors: | Paquin Jean-François Stephenson Corey R J Defieber Christian Carreira Erick M |
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Affiliation: | Laboratorium für Organische Chemie, ETH H?nggerberg, HCI H335, 8093 Zürich, Switzerland. |
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Abstract: | A general route to enantioenriched tert-butyl 3,3-diarylpropanoates is presented. These useful building blocks are prepared via an asymmetric rhodium-catalyzed conjugate addition of arylboronic acids to unsaturated tert-butyl esters in the presence of chiral dienes as ligands. The addition of both electron-poor and electron-rich boronic acids proceeds smoothly with various enoates in 63-90% yield with high enantioselectivites (89-94% ee). [reaction: see text] |
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