Stereoselective Synthesis of 2,6‐Disubstituted‐4‐Aryltetrahydropyrans Using Sakurai–Hosomi–Prins–Friedel–Crafts Reaction

The reaction of aldehydes with allyltrimethylsilane in arene solvents gives symmetrical 2,6‐disubstituted‐4‐aryltetrahydropyrans in good yields. The reaction is highly stereoselective. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009) The reaction of aldehydes with allyltrimethylsilane afforded 2,6‐disubstituted‐4‐aryltetrahydropyrans through a Sakurai–Hosomi–Prins–Friedel–Craft sequence. The reaction was highly stereoselective.