Abstract
Abstract Dimethyl E-2-(trimethylsilyl)vinyl phosphonate 1 and diethyl E-2-(trimethylsilyl)vinyl phosphonate 2 are obtained stereoselectively by Pd (0) coupling of an E/Z mixture of (2-trimethylsilyl)vinyl bromide 3 and dimethyl phosphite or diethyl phosphite, respectively. Their use in the Diels-Alder reaction with cyclopentadiene is described, and coordination of aluminum trichloride to the phosphonyl group favors the endo stereoselectivity.
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