Intramolecular Michael-Addition-induced Z→E isomerization of Horner-Emmons reaction products during the synthesis of the N(14)-C(18) subunit of cyclotheonamide A

Article abstract of DOI:10.1016/0040-4039(92)88082-G

The protected N(14) to C(18) amino acid subunit of cyclotheonamide A has been stereoselectively prepared via Horner-Emmons reaction followed by a novel intramolecular Michael-Addition-induced Z→E isomerization of the α,β-unsaturated carboxylic ester.