Table 2. Substrate scope of (Z)-isomera,b,c,d.
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Reaction conditions: 1 (0.3 mmol), B2(pin)2 (91 mg, 0.36 mmol), Cu(CH3CN)4PF6 (2.8 mg, 2.5 mol%), (S,S)-Ph-BPE (7.6 mg, 5.0 mol%), tBuOH (57 μL, 0.6 mmol), LiOtBu (54 μL, 0.6 mmol, 1.0 M THF solution), in THF solvent (3 mL, 0.1 M).
Isolated yields after column chromatography.
Enantiomeric ratio (er) was determined by chiral HPLC analysis.
>20 : 1 dr was observed (unless otherwise mentioned) through 1H NMR analysis of a crude reaction mixture. SM = Starting material.