Highly Enantioselective and Diastereoselective 1,3-Dipolar Cycloaddition Reactions between Azomethine Imines and 3-Acryloyl-2-oxazolidinone Catalyzed by Binaphthyldiimine−Ni(II) Complexes
- 13 December 2006
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 9 (1) , 97-100
- https://doi.org/10.1021/ol062675y
Abstract
We have found the first example of high levels of asymmetric induction (97−74% ee) along with high diastereoselectivity (>99:1−64:36) in dipole-HOMO-/dipolarophile-LUMO-controlled asymmetric 1,3-dipolar cycloaddition reactions between fused azomethine imines and 3-acryloyl-2-oxazolidinone using a chiral BINIM−Ni(II) complex as a chiral Lewis acid catalyst.Keywords
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