Cationic bis(oxazoline)Cu(II) Lewis acid catalysts. Application to the asymmetric synthesis of ent-Δ1-tetrahydrocannabinol

Article abstract of DOI:10.1016/S0040-4039(97)00609-6

The Diels-Alder reaction of acryloyl oxazolidinone and 1-acetoxy-3-methylbutadiene is catalyzed by the cationic bis(oxazoline)Cu(II) complex 4 in high enantioselectivity. The cycloadduct is converted to ent-Δ¹-tetrahydrocannabinol (THC) in four