Previously our scientific group has observed, that protonation of propargyl silanes can cause 1,2-silyl shift, which leads to the formation of relatively stable allylic cation. It can further undergo attack by internal nucleophile, affording 5-membered carbocycles (indenes) or 5-membered heterocycles (tetrahydrofuranes, pyrrolidines, tetrahydrothiophenes and isoxazolidines). In this work, the application of 1,2-silyl shift in the synthesis of 6-membered cycles was examined. A new synthetic pathway to substituted 4-vinyl chromanes was proposed, successfully employing tandem 1,2-silyl shift – Friedel–Crafts cyclization approach in the final synthetic step.