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Synthesis of aromatic phosphates via cycloaddition of phosphate dienes
Journal article   Peer reviewed

Synthesis of aromatic phosphates via cycloaddition of phosphate dienes

MeeKyoung Kim and David F Wiemer
Tetrahedron letters, Vol.46(44), pp.7583-7587
2005
DOI: 10.1016/j.tetlet.2005.08.136

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Abstract

Cycloadditions of phosphate dienes and quinones can be used to generate aromatic phosphates. Diethyl 3-methoxy-1-methylene-2-propenyl phosphate shows reactivity, stability, and regioselectivity comparable to the corresponding silyloxy diene. Because the phosphate ester in the product originates in the diene, cycloadditions with quinones will place this ester regiospecifically in the B-ring and allow facile distinction between the B- and A-ring oxygens of the cycloadduct.
Diene Phosphate Diels–Alder reaction

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