Total synthesis of Lycoricidine:
| Reference: | Hudlicky, T.; Olivo, H. F. J. Am. Chem. Soc. 1992,114, 9694-9696. DOI |
| Reactions: | N-OH → N=O • Diels-Alder, Nitroso • Nitroso Cycloaddition • Bicyclo(222)-aza • N-OR → N-H • Pd-Heck coupling • Lactam-6 • N-Cbz → N-H • Lactam-6 • Ketal → Diol-1,2 • Alkene → Diol-1,2 (asym) • O-SiMe2iPr → O-H • |
| Reagents: | Enzyme • Acetone (react) • TsOH • Periodate, R4N+ • Al(Hg) • Pd(OAc)2 • Acetic acid, trifluoro • |