NEW METHOD AND REAGENTS IN ORGANIC SYNTHESIS. 65. A STEREOSELECTIVE SYNTHESIS OF TILIVALLINE

Article abstract of DOI:10.1016/S0040-4039(00)85411-8

Tilivalline (1), a metabolite from Klebsiella, has been efficiently and stereoselectively synthesized from diphenyl phosphorazidate (DPPA), the 2-oxazoline 2, the L-proline derivative 5, and indole; the key step is a Mannich type intramolecular cyclization accompanied with simultaneous and completely stereoselective introduction of indole.