Issue 6, 2012

Asymmetric Diels–Alder reaction of β,β-disubstituted enals and chromone-fused dienes: construction of collections with high molecular complexity and skeletal diversity

Abstract

An asymmetric inverse-electron-demand Diels–Alder reaction of chromone-fused dienes and β,β-disubstituted α,β-unsaturated aldehydes has been developed via dienamine catalysis. Different domino or sequential transformations could be carried out for electron-deficient dienes with variously substituted patterns, allowing for the efficient construction of caged or fused tetrahydroxanthones with high molecular complexity and skeletal diversity in excellent diastereo- and enantioselectivities.

Graphical abstract: Asymmetric Diels–Alder reaction of β,β-disubstituted enals and chromone-fused dienes: construction of collections with high molecular complexity and skeletal diversity

Supplementary files

Article information

Article type
Edge Article
Submitted
20 Jan 2012
Accepted
08 Feb 2012
First published
09 Feb 2012

Chem. Sci., 2012,3, 1879-1882

Asymmetric Diels–Alder reaction of β,β-disubstituted enals and chromone-fused dienes: construction of collections with high molecular complexity and skeletal diversity

J. Li, S. Zhou, P. Chen, L. Dong, T. Liu and Y. Chen, Chem. Sci., 2012, 3, 1879 DOI: 10.1039/C2SC20096A

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