Highly chemo- and diastereoselective synthesis of substituted tetrahydropyran-4-ones via organocatalytic oxa-Diels–Alder reactions of acyclic α,β-unsaturated ketones with aldehydes

The first organocatalytic oxa-Diels–Alder reaction of acyclic α,β–unsaturated ketones with aldehydes is described. This reaction represents a highly chemo- and diastereoselective synthesis of substituted tetrahydropyran-4-ones in good yields with dr up to >95:5.