Abstract

The [4+2] cycloaddition reactions of 1-alkyl-2,3,4,5-tetraphenylphosphole derivatives with N-phenylmaleimide were studied for the first time. The reactions of 1-alkyl-2,3,4,5-tetra-phenylphosphole oxides and sulfides with N-phenylmaleimide leads to tricyclic 10-phospha-norbornenes with high stereoselectivity, giving only one diastereomer in the racemic form. At the same time, 1-alkyl-2,3,4,5-tetraphenylphospholes and their W(CO)5L complexes do not undergo [4+2] cycloaddition reactions even upon prolonged heating.

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