An efficient enantioselective synthesis of protected nonactic
acid analogues, starting from an easily accessible β-keto
ester, is described. The key steps of the strategy are asymmetric
hydrogenation, chelation-controlled allylation, cis-selective
etherification, and stereoselective reduction or alkylation of α-halo
esters.
electrophilic additions - radical reactions - ring
closure - stereselective synthesis - total synthesis