Article ID Journal Published Year Pages File Type
5217487 Tetrahedron 2013 6 Pages PDF
Abstract

Chiral compounds bearing a phosphorus functional group are valuable because of their wide application in biological studies and asymmetric catalysis. Here we present an asymmetric Diels–Alder cycloaddition between phosphor-containing dienophiles and 2,4-dienals under the catalysis of chiral amine 1 via the intermediacy of trienamine species (trienamine catalysis). A spectrum of densely functionalized phosphonocyclohexene derivatives was efficiently constructed in excellent enantioselectivity (up to 99% ee) and with good to high diastereoselectivity (up to >19:1).

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Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry