Enantioselective total synthesis of (+)-Hagen's gland lactones

摘要

Enantioselective synthesis of Hagen's gland lactone is described. The enantiomerically enriched diol was prepared by organocatalytic α-oxidation of the aldehyde. The other key reactions involved a highly diastereoselective intramolecular cyclopropanation of vinylogous carbonates to furnish donor-acceptor-substituted cyclopropanes and their ring opening and iodolactonization followed by reduction.