Organic Letters p. 2253 - 2256 (2004)
Update date:2022-08-05
Topics: Hydrogen bonding Steric Effects π-π Interactions Van der Waals Forces Chiral Pocket Formation
Malkov, Andrei V.
Mariani, Andrea
MacDougall, Kenneth N.
Kocovsky, Pavel
Asymmetric reduction of ketimines 1 with trichlorosilane can be catalyzed by a new N-methyl L-valine derived Lewis basic organocatalyst, such as 4d, with high enantioselectivity. The structure-reactivity investigation suggests hydrogen bonding and arene-arene interactions between the catalyst and the incoming imine as the main factor determining the enantiofacial selectivity.
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Doi:10.1002/zaac.202000110
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