Issue 84, 2015

The catalytic asymmetric synthesis of tetrahydropyridazines via inverse electron-demand aza-Diels–Alder reaction of enol ethers with azoalkenes

Abstract

A highly efficient Cu(II)-catalyzed enantioselective inverse-electron-demand aza-Diels–Alder reaction of in situ formed azoalkenes with enol ethers is reported. This methodology provides a facile entry to biologically important and enantioenriched tetrahydropyridazine derivatives in generally good yield (up to 95% yield) with good to excellent enantioselectivity (up to 94% ee).

Graphical abstract: The catalytic asymmetric synthesis of tetrahydropyridazines via inverse electron-demand aza-Diels–Alder reaction of enol ethers with azoalkenes

Supplementary files

Article information

Article type
Communication
Submitted
02 Aug 2015
Accepted
25 Aug 2015
First published
25 Aug 2015

Chem. Commun., 2015,51, 15374-15377

Author version available

The catalytic asymmetric synthesis of tetrahydropyridazines via inverse electron-demand aza-Diels–Alder reaction of enol ethers with azoalkenes

L. Wei and C. Wang, Chem. Commun., 2015, 51, 15374 DOI: 10.1039/C5CC06465A

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