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note
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Crystallographic data for structure 2d have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-112394. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [Fax: (internat.) + 44-1223/336-033; E-mail: deposit@ccdc.cam.ac.uk].
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note
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In order to test the effect of the temperature on the reaction rate and enantioselectivity, acetophenone 9a was treated with borane dimethylsulfide (1 equiv.) and ligand 2e (5 mol-%) in THF at various temperatures. For example, phenylethanol 10a was obtained in 90% yield albeit with very low enantioselectivity (5% ee) after 3 h at room temp. When the reduction was performed at subambient temperatures, the rate decreased and the product was obtained in racemic form.
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