10447-20-8Relevant articles and documents
A concise synthesis of (±) and a total synthesis of (+)-epiquinamide
Tong, Sok Teng (Amy),Barker, David
, p. 5017 - 5020 (2007/10/03)
A total synthesis of the quinolizidine alkaloid (+)-epiquinamide 1 has been achieved starting from (-)-pipecolinic acid 3. The key step is the highly diastereoselective addition of a TBDMS-protected propargyl alcohol to a chiral aldehyde derived from 3 to give erythro alkynol 19, which is then easily transformed into the desired bicyclic skeleton.