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Total synthesis of Jamtine (Simpkins):
Reference: Simpkins, N. S.; Gill, C. D. . Org. Lett. 2003, 5, 535. DOI
Keywords: Lactam-5 • CarboxAmide → Imine • CompRed-CarboxImide/CarboxEster+M-H • Selenide → Selenoxide • Selenoxide-Ei → EneLactam • Lactam → EneLactam • Pictet-Spengler • Amine-6 • Lactam → Lactam-α-SeR • CarboxAmide → Amine • CompRed-CarboxAmide/CarboxEster+M-H • Asymmetric Deprotonation • Claisen acylation, Mander • CarboxAmide enolate+Acyl-X • Mander+enolate •
Reagents: Acetic acid • BH4-Na+ • Camphor sulfonic acid • KH • H2O2 • Me3O+ X- • BH4-Na+ • Diselenide, phenyl • LiN(Phenethyl)R • Chiral base • O=C(OR)CN •

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