Diastereoselective syntheses via Prins cyclization, crystal structures determination and theoretical studies of cis-2,6-diphenyl-4-hydroxytetrahydropyran and analogues

We report in this article the diastereoselective syntheses of tetrahydropyranyl derivatives 1–5, its cis configurational ascertainment by spectroscopy and finally the crystal structures determination that unequivocally shows the 1–5 configurations and its crystals packing features. Besides that, we have developed a theoretical study using density functional theory (M06-2X/6-311++G**) to obtain the 1–5 optimized molecular geometries in gas phase.