Beilstein J. Org. Chem.2020,16, 135–139, doi:10.3762/bjoc.16.15
Zealand 10.3762/bjoc.16.15 Abstract A fast, protecting-group-free synthesis of dihydropyridinones has been developed. Starting from commercially available aldehydes, a novel one-pot amidoallylation gave access to diene compounds in good yields. Ring-closing metathesis conditions were then employed to
produce the target dihydropyridinones efficiently and in high yields.
Keywords: amidoallylation; aza-goniothalamin; dihydropyridinones; protecting-group-free; ring-closing metathesis; two-pot procedure; Introduction
Six-membered nitrogen heterocycles are prevalent in many naturally occurring and
dihydropyridinones has been developed. The process requires a one-pot amidoallylation followed by a ring-closing metathesis step. This approach was used to complete the racemic synthesis of aza-goniothalamin 1, and is currently being expanded to generate new biologically relevant derivatives.
Aza-goniothalamin 1, (R