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Total synthesis of Haouamine A:
Reference: Baran, P.S.; Burns, N. Z. J. Am. Chem. Soc. 2006, 28, 3908-3909 DOI. Following paper: Baran, P.S.; Burns, N. Z. J. Am. Chem. Soc. 2009, 31, 9172-9173
Keywords: Imine → Amine • Ketone enolate+Alkyl-X • Alkyl-X+Enolate • Pd/Sn-Vinyl+Aryl-X • Pyrone synthesis • Alkene Bromoamination • Amine-5 • N-H → N-Alkyl • Diels-Alder, Yne • Pyrone cycloaddition • Retro-Diels-Alder → Arene • Benzene synthesis • Mechanism • Amine-6 • Aziridine • Nitrone → Hydroxylamine • Amine-5 • N-OR → N-H • Bredt's Rule • Paracyclophane • N-Boc → N-H • O-Me → O-H (phenol) • O-H → O-C(O)R (phenol) • O-C(O)R → O-H (phenol) • Ketone → Oxime • N-H → N-Boc •
Reagents: KN(SiMe3)2 • Allyl-I • NH2OH • Bromocyclohexadienone • BH4-Na+ • In° • Boc2O • Pd(PPh3)4 • Acetic acid, trifluoro • Carbonate, potassium • B(Br)3 • Acetic anhydride • Microwave • Carbonate, potassium •

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