Dimethylzinc-mediated addition of alkenylzirconocenes to alpha-keto and alpha-imino esters |
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Authors: | Wipf Peter Stephenson Corey R J |
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Affiliation: | Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA. wipf+@pitt.edu |
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Abstract: | [reaction: see text] Hydrozirconation of alkynes followed by in situ transmetalation to dimethylzinc and 1,2-addition to activated ketones and N-diphenylphosphinoylimines leads to tertiary allylic alcohols and amines in high overall yield. With 8-phenylmenthol as the chiral auxiliary, si-face attack proceeds in good to excellent diastereoselectivities. |
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