Total synthesis of Sarkomycin:
| Reference: | Mikolajzyk, M.; Zurawinski, R.; Kielbasinski, P. Tet. Lett. 1989, 30, 1143. DOI |
| Reactions: | Regitz diazo transfer • HWE → Enone • KetoPhosphonate dianion+Alkyl-X • Alkyl-X+Enolate • Ozonolysis • Regitz diazo transfer • Diazoketone, insertion • Cyclopentanone • Aldehyde → CarboxAcid • Jones oxidation • |
| Reagents: | P(O)(OR)2CHR-C(O)R' • NaH • BuLi(n) • NaH • Azide, sulfonyl • O3; Me2S • CrO3, H2SO4 (Jones) • Acetone (solvent) • P(O)(OR)2CHR-C(O)R' • NaH • Formaldehyde • Diazophosphonate • Rh2(OAc)4 • |