Total synthesis of Methylenomycin B (Thebtaranonth):
| Reference: | Siwapinyoyos, T.; Thebtaranonth, Y. J. Org. Chem. 1982, 47, 598. DOI |
| Reactions: | CarboxEster enolate+Alkyl-X • Alkyl-X+Enolate • Retro-Diels-Alder → Enone • Enone enolate+Alkyl-X • Alkyl-X+Enolate • Li-Allyl+CarboxEster • CarboxEster+Li-R → Ketone • Baldwin rules • Cyclopentenone • |
| Reagents: | LiNiPr2 • LiNiPr2 • LiNiPr2, HMPA • MeI • HMPA (solvent) • |