Issue 99, 2014

Trienamine-mediated asymmetric [4+2]-cycloaddition of α,β-unsaturated ester surrogates applying 4-nitro-5-styrylisoxazoles

Abstract

Highly enantioselective organocatalytic [4+2]-cycloaddition of in situ generated trienamines with 4-nitro-5-styrylisoxazoles as α,β-unsaturated ester surrogates is presented. The synthetic utility of this strategy is demonstrated by transforming the formed cycloadducts into optically active carboxylates.

Graphical abstract: Trienamine-mediated asymmetric [4+2]-cycloaddition of α,β-unsaturated ester surrogates applying 4-nitro-5-styrylisoxazoles

Supplementary files

Article information

Article type
Communication
Submitted
15 Oct 2014
Accepted
30 Oct 2014
First published
30 Oct 2014

Chem. Commun., 2014,50, 15689-15691

Trienamine-mediated asymmetric [4+2]-cycloaddition of α,β-unsaturated ester surrogates applying 4-nitro-5-styrylisoxazoles

Y. Li, F. J. López-Delgado, D. K. B. Jørgensen, R. P. Nielsen, H. Jiang and K. A. Jørgensen, Chem. Commun., 2014, 50, 15689 DOI: 10.1039/C4CC08171D

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