Completely regioselective reversals for an addition reaction of ambident sulphur nucleophiles to Michael acceptors

Article abstract of DOI:10.1016/S0040-4039(00)98803-8

Reacion of titanium enethiolates with α-unsaturated ketones leads selectively to 3-hydroxy 4-saturated alkanedithioates, arising from a 1,2-carbon-addition, whereas aluminum enethiolates give oxoketene dithioacetals, from exclusove 1,4-sulphur-addition. Reaction of titanium enethiolates with α-unsaturated ketones leads selectively to 3-hydroxy 4-unsaturated alkanedithioates, arising from a 1,2-carbon-addition, whereas aluminium enethiolates give oxoketene dithioacetals, from exclusive 1,4-sulphur-addition. (Chemical Equation Presented).