Total synthesis of Solenopsin:
| Reference: | Reding, M. T.; Buchwald, S. L. J. Org. Chem. 1998, 63, 6344. DOI |
| Reactions: | Staudinger • Azide → Amine • N-H → N-Boc • Li/H → Li-Amine • Nitrile+Mg-R → Ketone • Mg-Alkyl+Nitrile • CompE+-Nitrile/Alkyl-X+M-R • Imine → Amine (asym) • Amine-6 • Li-Amine+Alkyl-X • Alkyl-X+Li-R • N-Boc → N-H • Amine → Imine • Alkyl-X → Alkyl-N3 • |
| Reagents: | Alkyl-MgX • Azide, sodium • PPh3 • HSiPhH2 • Chiral catalyst (Lewis acid) • Boc2O • BuLi(sec) • Sulfate, dimethyl • Acetic acid, trifluoro • |