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Remarkable rate acceleration of intramolecular Diels–Alder reaction in ionic liquids†
Hikaru Yanai,Hiroshi Ogura,Takeo Taguchi
Organic & Biomolecular Chemistry Pub Date : 07/23/2009 00:00:00 , DOI:10.1039/B910488G
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
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