Anomalous Reactivity and Selectivity in the Intermolecular Diels-Alder Reactions of Multisubstituted Acyclic Dienes with Geometrical Isomers of Enals

Org Lett. 2016 May 20;18(10):2355-8. doi: 10.1021/acs.orglett.6b00783. Epub 2016 May 2.

Abstract

A Lewis-acid catalyzed intermolecular Diels-Alder reaction between multisubstituted acyclic dienes and the E and Z isomers of α,β-enals was studied. It was found that the diene reacted selectively with the Z-isomer of the α,β-enal.

Publication types

  • Research Support, Non-U.S. Gov't