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were commercially available or were prepared according to
the literature.1 Flash chromatographic purification of prod-
ucts was performed on silica gel 200–300 mesh. Thin-layer
chromatography (TLC) was performed by visualizing with
UV light (245 and 365 nm) or by iodine vapor staining. Pro-
ton nuclear magnetic resonance (1H NMR) spectra were
acquired on a Varian YH200/300, and are referenced inter-
nally according to residual proton solvent signals or internal
1
TMS standard. Data for H NMR are recorded as follows:
chemical shift (ppm), multiplicity (s, singlet; d, doublet; t,
triplet; m, multiplet), integration. Caution: the oxidation of
alcohol under 50 atm of O2 must be carried out in a high-
pressure kettle with care.
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4.1.1. General procedure for oxidation of alcohols with
TBHP as oxidant. Neocuproine (11.0 mg, 0.05 mmol) and
12.0 mg of gold(I) chloride (0.05 mmol) were dissolved
into 4 mL of aqueous solution. The corresponding alcohol
(1 mmol) was added, followed by 4 equiv of TBHP under
air. After the addition, the reaction mixture was heated to
100 ꢀC and stirred for 24 h. The reaction was completed
after 24 h in good yield.
4.1.2. General procedure for oxidation of alcohols with
AuCl and neocuproine and O2 as oxidant. To the reactor
loaded with 1 mmol of corresponding alcohol, 11.0 mg of
neocuproine (0.05 mmol), and 12.0 mg of gold(I) chloride
(0.05 mmol) was added 4 mL of 1 M NaHCO3 aqueous
solution. The reaction system was degassed three times
and refilled by O2 and kept under O2 atmosphere at
50 atm pressure. The reaction mixture was heated to
100 ꢀC and stirred for 24 h. The reaction was completed
in good yield.
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Acknowledgements
Support of this work by a starter grant from Peking Univer-
sity and grants from National Science Foundation of China
and China Postdoctoral Science Foundation are gratefully
acknowledged.
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