Stereocontrolled functionalization in acyclic systems by exploiting internal 1,2-asymmetric induction - Generation of polypropionate and related motifs

Article abstract of DOI:10.1016/0040-4039(96)01753-4

Conjugate organocuprate additions to α,β-unsaturated esters that have a γ-ether substituent take place with high anti-selectivity. Potassium ester enolates can react with electrophiles to give the corresponding α-hydroxy α-alkyl, and α-azido esters with an overall anti/syn orientation of three vicinal groups relative to the initial resident chiral center.