Issue 18, 2009

Remarkable rate acceleration of intramolecular Diels–Alder reaction in ionic liquids

Abstract

The intramolecular Diels–Alder reaction of an ester-tethered 1,3,9-decatriene system was significantly accelerated in ionic liquids such as [emim]BF4, [bmim]BF4 and [bdmim]BF4. Under the present conditions, the IMDA reaction proceeded smoothly without the use of Lewis acid catalysts to give cis-fused bicyclic lactones in good yield with high diastereoselectivity.

Graphical abstract: Remarkable rate acceleration of intramolecular Diels–Alder reaction in ionic liquids

Supplementary files

Article information

Article type
Communication
Submitted
28 May 2009
Accepted
17 Jul 2009
First published
23 Jul 2009

Org. Biomol. Chem., 2009,7, 3657-3659

Remarkable rate acceleration of intramolecular Diels–Alder reaction in ionic liquids

H. Yanai, H. Ogura and T. Taguchi, Org. Biomol. Chem., 2009, 7, 3657 DOI: 10.1039/B910488G

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