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. 2020 Sep 15;10(19):11365–11370. doi: 10.1021/acscatal.0c03423

Scheme 3. Substrate Scope for the cis-Selective Hydrogenation of Phenols.

Scheme 3

Combined yields of isolated product after column chromatography are given. The d.r. values were determined by GC-MS or 1H NMR analysis prior to purification. Piperidines were trapped with Boc2O prior to isolation. For details, see Supporting Information. CAAC = cyclic (alkyl)(amino)carbene. Dipp = 2,6-diisopropylphenyl.

[Rh(COD)Cl]2 (2 mol %).

5 wt % Pd/Al2O3 (4 mol %).

48 h.

H2 (50 bar).

H2 (20 bar).

iPrOH as solvent.