Conjugate addition to chiral γ-heterosubstituted δ-lactones as pivotal synthons from L-glutamic acid. Synthesis of an optically active lignan lactone; (-)-hinokinin

Article abstract of DOI:10.1016/S0040-4039(00)97315-5

Asymmetric induction in conjugate addition of new chiral γ-heterosubstituted-α, β-unsaturated δ-lactones from L-glutamic acid was accomplished in high diastereoselectivity with the formation of trans-(R,S)-adducts and was disclosed to serve as a versatile procedure for the asymmetric synthesis of antileukemic lignan lactones.