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. Author manuscript; available in PMC: 2008 Aug 6.
Published in final edited form as: Nat Prod Rep. 2008 Apr 14;25(4):719–737. doi: 10.1039/b706296f

Scheme 1.

Scheme 1

Shair’s synthesis of galanthamine-like molecules with high substitutional diversity. Reagents and conditions: (1) R1OH, PPh3, DIAD, THF, 0 °C (×2); (2) R2SH, 2,6-lutidine, nBuLi, THF, 0→40 °C; (3) (i) R3CHO, AcOH, MeOH-THF; (ii) NaBH3CN, MeOH or R3COCl, 2,6-lutidine, CH2Cl2 or R3NCO, CH2Cl2; (4) R4NH2, AcOH, MeOH-CH2Cl2.