Issue 10, 2017

The asymmetric synthesis of multisubstituted diquinanes via the domino reaction of electron-deficient enynes

Abstract

A N,N′-dioxide/Y(III) complex catalyzed highly enantioselective domino reaction between electron-deficient enynes and a malonate-derived α,β-unsaturated ester was described. A range of multisubstituted diquinanes were obtained in good yields with excellent ee values (91–98% ee). Moreover, the products could be easily transformed into various chiral [3.3.0]bicycle compounds, which were important skeletons of many biologically active compounds and pharmacologicals.

Graphical abstract: The asymmetric synthesis of multisubstituted diquinanes via the domino reaction of electron-deficient enynes

Supplementary files

Article information

Article type
Research Article
Submitted
23 maj 2017
Accepted
04 jul 2017
First published
05 jul 2017

Org. Chem. Front., 2017,4, 2012-2015

The asymmetric synthesis of multisubstituted diquinanes via the domino reaction of electron-deficient enynes

Q. Yao, L. Lin, H. Zhang, H. Yu, Q. Xiong, X. Liu and X. Feng, Org. Chem. Front., 2017, 4, 2012 DOI: 10.1039/C7QO00408G

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