| Literature DB >> 18399652 |
Narciso M Garrido1, Mercedes García, David Díez, M Rosa Sánchez, F Sanz, Julio G Urones.
Abstract
A novel domino reaction--stereoselective Ireland-Claisen rearrangement and asymmetric Michael addition--is described. A protocol starting from Baylis-Hillman adducts 3a-f using chiral lithium amide affords optically active gamma-substituted delta-amino acids 4a-f with high diastereoselectivities and enantioselectivities. The acid can be isolated easily from large-scale reactions and transformed to 2,3-disubstituted piperidines 11 or 2-substituted nipecotic acid derivates 12.Entities:
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Year: 2008 PMID： 18399652 DOI： 10.1021/ol8001464
Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005