MR3-substituted alkynes 2 and 3 (M = Si, Ge, Sn; R = alkyl) show high reactivity in inverse-type Diels-Alder reactions with the re-electron-deficient 1,2,4,5-tetrazine 1 in strict contrast to the corresponding carbon compounds.

Article abstract of DOI:10.1016/S0040-4039(97)01279-3

MR₃-substituted alkynes 2 and 3 (M = Si, Ge, Sn; R = alkyl) show high reactivity in inverse-type Diels-Alder reactions with the re-electron-deficient 1,2,4,5-tetrazine 1 in strict contrast to the corresponding carbon compounds. Kinetic data prove the huge accelerating effect of the trialkyltin substituent, offering a simple access to new heteroaromatic organotin derivatives, which can be easily transformed by standard methods of organotin chemistry.