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. Author manuscript; available in PMC: 2014 Nov 15.
Published in final edited form as: Org Lett. 2013 Nov 1;15(22):10.1021/ol402904d. doi: 10.1021/ol402904d

Table 3.

Reaction Scope with Respect to Aliphatic Alcoholsa

graphic file with name nihms537547t12.jpg
entry alcohol product yield,
%
1 cyclopropyl-methanol graphic file with name nihms537547t13.jpg 75
2b HOCH2CF3 graphic file with name nihms537547t14.jpg 73
3 allyl alcohol graphic file with name nihms537547t15.jpg 71
4 carbitol graphic file with name nihms537547t16.jpg 72
5 cinchonine graphic file with name nihms537547t17.jpg 85
6 ethyl lactate graphic file with name nihms537547t18.jpg 39
a

Scale: 0.5 mmol; time: 2–8 h; 1/5 amide/alcohol ratio, 110 °C, 11% catalyst = 22 mol % Cu. Please see Supporting Information for details.

b

Closed vessel pressurized with O2.