Table 1 Condition screening for 3-OH/2-OH selectivity^a

^aReaction conditions: 1a (0.1 mmol), base (0.1 equiv.), DQ (3,3’,5,5’-tetra-tert-butyldiphenoquinone, 1.1 equiv.) solvent (2 mL).
^bThe ratio of product was determined by ¹H NMR. The altered synthetic routes were used to validate the results (see Supplementary Information 4.2).
^cIsolated yield.
^dThe reaction could be finished within 9 h.
^eThe reaction could be finished within 4 h.
^fNHC (0.15 equiv.), base (0.15 equiv.), PhCHO (2.0 equiv.).
^gNHC (0.2 equiv.), base (0.2 equiv.), iPr₂O (8 mL), 0 ^°C, 24 h.
^hThe absolute structures of NHC G / ent-G were confirmed by X ray crystallization of their starting materials: CDCC 2339260 for NHC G and 2338074 NHC ent-G, see Supplementary Section 8 in Supplementary Information.

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