Abstract
| - Homoallylic thioethers facilitate the platinum-catalyzed hydrosilylation of olefins with phenyldimethylsilane. As a control, thioether substrates are shown to hydrosilylate at room temperatureunder conditions where no hydrosilylation is observed for isosteric substrates that lacked thioethergroups. Modest diastereoselection is observed, between 2 and 5 to 1. Hydrogenation is a competingreaction that becomes prominent for internal olefins. The internal diene 6a undergoes regioselective1,2-hydrogenation of the double bond proximal to the homoallyl thioether moiety.
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