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. 2014 Feb 27;25(4):724–737. doi: 10.1021/bc500003x

Scheme 3. Synthesis of Scaffolds 10ab and 11ab.

Scheme 3

Reagents and conditions: (i) DIBAL-H, DCM, −78 °C, 81%; (ii) 2-Picolylamine, CHCI3; MeOH, NaBH4, 70%; (iii) Benzyl bromide, CHCI3, DIPEA, 86%; (iv) HCI, EtOAc, 67%; (v) m-Xylene dibromide, CHCI3, DIPEA, 96%; (vi) HCI, EtOAc, 83%.