Issue 2, 2014

Highly diasteroselective intermolecular 1,3-dipolar cycloaddition reactions of carbonyl ylides with aldimines to afford sterically disfavored cis-oxazolidines

Abstract

Rhodium acetate and AgSbF6 co-catalyzed highly diastereoselective 1,3-dipolar cycloaddition reactions of carbonyl ylides with aldimines have been carried out to afford sterically disfavored oxazolidines via a [3 + 2] exo-addition process. Subsequent hydrolysis gave trans-β-amino-α-hydroxyl ester derivatives in high yields.

Graphical abstract: Highly diasteroselective intermolecular 1,3-dipolar cycloaddition reactions of carbonyl ylides with aldimines to afford sterically disfavored cis-oxazolidines

Supplementary files

Article information

Article type
Research Article
Submitted
15 nov 2013
Accepted
14 dec 2013
First published
30 jan 2014

Org. Chem. Front., 2014,1, 181-185

Highly diasteroselective intermolecular 1,3-dipolar cycloaddition reactions of carbonyl ylides with aldimines to afford sterically disfavored cis-oxazolidines

X. Xu, X. Guo, X. Han, L. Yang and W. Hu, Org. Chem. Front., 2014, 1, 181 DOI: 10.1039/C3QO00040K

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