A Mechanistic Study of the Lewis Base-Directed Cycloaddition of 2-Pyrones and Alkynylboranes.

Significant rate enhancements in the Diels-Alder reaction of alkynes and 2-pyrones bearing a Lewis basic group are observed when a combination of alkynyltrifluoroborates and BF.OEt is used. This process generates functionalized aromatic compounds with complete regiocontrol. The observed rate enhance...

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Bibliographic Details

Published in:	Journal of the American Chemical Society Vol. 136; no. 24; pp. 8642 - 8654
Main Authors:	Crépin, Damien F. P., Harrity, Joseph P. A., Julong Jiang, Meijer, Anthony J. H., Nassoy, Anne-Chloé M. A., Raubo, Piotr
Format:	Article
Published:	American Chemical Society 6/18/2014
Subjects:	Alkynes Diels-Alder reaction Aromatic compounds Density functional theory Intermediates (Chemistry) Ring formation (Chemistry) Fluoborates Lewis acids
Online Access:	View this record in EBSCOhost