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. 2015 Aug 26;58(18):7258–7272. doi: 10.1021/acs.jmedchem.5b00482

Scheme 2. Synthesis of 19af, 22, 23, and 26.

Scheme 2

Reagents and conditions: (a) ROH, Ph3P, DIAD, THF, 66 °C; (b) BnOH, NaH, DMF, 0 °C; (c) H2, Pd/C, MeOH, rt; (d) BBr3, dichloromethane, rt; (e) BrCH2COPh, NaH, DMF, rt; (f) (i) H2, [Rh(COD)Cl]2, Et3N, MeOH-EtOAc, rt, (ii) BBr3, dichloromethane, rt; (g) phenylboronic acid, pyridine, copper(II) acetate, dichloromethane, rt.