Trimethylsilylphenyl- and triphenylsilylphenyl thioketones easily undergo [4 + 2]-cycloadditions with cyclic and open chain 1,3-dienes at room temperature to give silylated thiabicyclo[2.2.1 ]heptenes and dihydrothiopyrans in very good yields. With cyclopentadiene the reaction produces exclusively the endo-silylated adducts. Sulphur oxidation and desilylation of the adducts were also investigated.
B. F. Bonini, A. Lenzi, G. Maccagnani, G. Barbaro, P. Giorgianni and D. Macciantelli, J. Chem. Soc., Perkin Trans. 1, 1987, 2643 DOI: 10.1039/P19870002643
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