Skip to main content
. Author manuscript; available in PMC: 2016 Mar 24.
Published in final edited form as: Nat Prod Rep. 2015 Feb;32(2):328–347. doi: 10.1039/c4np00051j

Scheme 9.

Scheme 9

Reagents and conditions (a) bromide, DIPEA, CH2Cl2, reflux (89%); (b) K2CO3, MeOH, rt (99%); (c) 82, EDCI, DMAP, CH2Cl2, rt (94%); (d) H2NNH2, CH3CN, rt (98%); (e) TFA, CF3CH2OH, rt; (f) Ac2O, pyridine, DMAP, rt (71% in 2 steps); (g) Zn, AcOH, Et2O, rt (92%); (h) HCHO, AcOH, NaBH3CN, MeOH, rt (96%); (i) PdCl2(PPh3)2, AcOH, n-Bu3SnH, CH2Cl2, rt (89%); (j) [N-methylpyridinium-4-carboxaldehyde]+I, DMF/CH2Cl2, rt; DBU; citric acid (54%); (k) 59, NaOAc, EtOH, rt (96%); (l) AgNO3, CH3CN/H2O, rt (93%).