Article ID Journal Published Year Pages File Type
5277906 Tetrahedron Letters 2007 4 Pages PDF
Abstract

An enantioselective organocatalytic inverse electron demand hetero Diels-Alder reaction of in situ generated enamines with o-quinone reagents is reported. The method, which is optimal in wet acetonitrile at ambient temperature, provides a new and direct asymmetric route to the aryl alkyl ether motif and an alternative metal-free strategy to SN2 substitutions with phenolate nucleophiles.

Graphical abstractAn enantioselective organocatalytic inverse electron demand hetero Diels-Alder reaction of in situ generated enamines of aldehydes with ortho-quinone reagents is reported.Download full-size image

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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