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Total synthesis of Crinine:
Reference: Martin, S. F.; Campbell, C. L. J. Org. Chem. 1988, 53, 3184 DOI
Keywords: Ketal -> Ketone • Ketone -> Ketone-α-Halo • Ketone-α-Halo -> Enone • N-Allyl -> N-H • Amine-5 • Enone -> Allyl-OH • Allyl-OH -> Allyl-OSO2R • Allyl-OSO2R -> Allyl-OAc • Allyl-OAc -> Allyl-OH • Aldol-enamine -> Enone • Pictet-Spengler • N-Bn -> N-H • Aldehyde azaenolate+Alkyl-X • HWE -> Enamine •
Reagents: Pyrrolidine • DBU • Pd(PPh3)4 • AlH3 • SO2 • NEt3 • Acetate, cesium • Carbonate, potassium • Formaldehyde • O=C(OR)Cl • HCl • P(O)(OR)2CH2-NR2 • BuLi(n) • Bromoethylamine •

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