image

Total synthesis of Benzastatin E:
Reference: Toda, T.; Ori, M.; Takami, K.; Tago, K.; Kogen, H. Org. Let.. 2003, 5, 269–271. DOI
Keywords: Li/Sn → Li-Ether • Felkin-Anh • Aryl-H → Aryl-Br • CarboxEster → CarboxAmide(Weinreb) • Li-Ether+CarboxAmide • CarboxAmide(Weinreb)+Li-R • Ketone+Mg-Alkyl • Mg-Alkyl+Ketone • Amine → Aminal • Li-Aryl+CO2 • CarboxAcid → CarboxAmide • Aminal → Amine • N-H → N-Boc • Li/Br → Li-Aryl • N-Boc → N-H •
Reagents: Boc2O • NBS • NMe(OMe)-H • Alkyl-MgX • SnBu3-CH2-OR • BuLi(n) • Alkyl-MgX • Formic acid • Me2C(OMe)2 • Aryl-Li • TsOH·Py • BuLi(n) • O=C(Imid)2 • NH3 • TsOH·Py • LiCH2-OR •

Syntheses Home