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. 2018 Apr 17;8(25):14092–14099. doi: 10.1039/c8ra02606h

Transfer hydrogenation of aldehydes using 3, 4, 6 or 7 as catalysta.

Entry Substrate Catalyst Isolated yield (%)
1 graphic file with name c8ra02606h-u5.jpg 7 98
6 94
3 70
4 73
2 graphic file with name c8ra02606h-u6.jpg 7 91
6 83
3 66
4 74
3 graphic file with name c8ra02606h-u7.jpg 7 89
6 85
3 72
4 70
4 graphic file with name c8ra02606h-u8.jpg 7 82
6 83
3 70
4 71
5 graphic file with name c8ra02606h-u9.jpg 7 79
6 82
3 73
4 70
6 graphic file with name c8ra02606h-u10.jpg 7 85
6 84
3 68
4 72
7 graphic file with name c8ra02606h-u11.jpg 7 84
6 80
3 73
4 71
8 graphic file with name c8ra02606h-u12.jpg 7 80
6 81
3 71
4 66
9 graphic file with name c8ra02606h-u13.jpg 7 75
6 77
3 65
4 61
10 graphic file with name c8ra02606h-u14.jpg 7 81
6 83
3 70
4 66
11 graphic file with name c8ra02606h-u15.jpg 7 80
6 81
3 64
4 61
12 graphic file with name c8ra02606h-u16.jpg 7 87
6 84
3 73
4 76
13 graphic file with name c8ra02606h-u17.jpg 7 95
6 91
3 77
4 71
14 graphic file with name c8ra02606h-u18.jpg 7 77
6 75
3 77
4 75
15 graphic file with name c8ra02606h-u19.jpg 7 82
6 79
3 61
4 67
16b graphic file with name c8ra02606h-u20.jpg 7 75
6 71
3 61
4 66
17 graphic file with name c8ra02606h-u21.jpg 7 80
6 76
3 60
4 69
18 graphic file with name c8ra02606h-u22.jpg 7 77
6 74
3 58
4 63
19 graphic file with name c8ra02606h-u23.jpg 7 70
6 72
3 55
4 61
20 graphic file with name c8ra02606h-u24.jpg 7 0
6 0
3 0
4 0
21 graphic file with name c8ra02606h-u25.jpg 7 0
6 0
3 0
4 0
22 graphic file with name c8ra02606h-u26.jpg 7 0
6 0
3 0
4 0
a

Substrate (1.0 mmol), KOtBu (0.02 mmol), catalyst (0.02 mmol), iPrOH (5 mL), 60 °C, 24 h.

b

The reduced product is 3-phenylpro-2-yn-1-ol because the elimination occurred during the work-up.