A highly efficient synthesis of (S)-(+)-N-Boc-coniine using ring- closing olefin metathesis (RCM)

Article abstract of DOI:10.1016/S0040-4039(99)01081-3

Optically active (S)-(+)-coniine as an N-Boc protected form was concisely prepared starting from an amino acid, L-norvaline. The key step involved a ring-closing olefin metathesis (RCM) of the dialkenyl compound 6 to give the corresponding cyclic olefin 8 in an essentially quantitative yield.