A completely stereoselective intramolecular Diels-Alder reaction in the substituted cyclohexanol series

Subtituted dienyl cyclohexanols, obtained through opening of cyclohexene oxide by dienyl aluminum reagents, are easily esterified with acryloyl, crotonyl or methacryoyl chloride or with maleic anhydride. These esters undergo a completely stereoselective Lewis acid catalyzed Diesels-Alder reaction. The obtained product were characterized by X-ray crystallography