Fig. 2: Electrochemical asymmetric allylic 4-pyridinylation of cinnamyl acetates 1.
From: Palladium-catalyzed asymmetric allylic 4-pyridinylation via electroreductive substitution reaction
aConditions: 1 (0.2 mmol), 2a (0.6 mmol), PdCl2 (10 mol%), L2 (12 mol%), MeCN/MeOH 5:1 (v/v), Et4NCl (0.1 M), Zn(+)|GF(-), 5 mA/cm3, 5 h, 35 °C; isolated yields of branched product are reported; B/L and E/Z ratios were determined by 1H NMR analysis of crude reaction mixtures; ee values were determined by HPLC on a chiral stationary phase. bCurrent density, 8 mA/cm3. conly E configuration was detected. MOM, methoxylmethyl; PMB, 4-methoxybenzyl; TBDPS, t-butyldiphenylsilyl; Ts, tosyl; Boc, t-butyloxycarbonyl.
