Table 1. ATH Reductions of Ketones.
substrate | catalyst | s/c | temp/ °C |
t/ h |
conv %a | ee %a |
---|---|---|---|---|---|---|
13 | 4 | 1000 | 60 | 2 | 100 | 96 (R) |
13 | 4 | 100 | 28 | 4.5 | 99 | 97 (R) |
13 | 9 | 1000 | 60 | 4 | 100 | 89 (R) |
13 | 9 | 100 | 28 | 8 | 99 | 91 (R) |
14 | 4 | 1000 | 60 | 3.5 | 100 | 97 (R) |
14 | 9 | 1000 | 60 | 5 | 100 | 88 (R) |
15 | 4 | 1000 | 60 | 1.5 | 100 | 96 (R) |
16 | 4 | 1000 | 60 | 2 | 100 | 98 (R) |
16 | 9 | 1000 | 60 | 3 | 99 | 96 (R) |
17 | 4 | 1000 | 60 | 2 | 100 | 98 (S) |
17 | 9 | 1000 | 60 | 2 | 100 | 95 (S) |
18 | 4 | 1000 | 60 | 1 | 99 | 97 (S) |
18 | 9 | 1000 | 60 | 2 | 99 | 94 (S) |
19 | 4 | 1000 | 60 | 1 | 100 | 98 (R) |
19 | 9 | 1000 | 60 | 2 | 99 | 93 (R) |
20 | 4 | 1000 | 60 | 3 | 100 | 99 (R) |
21 | 4 | 1000 | 60 | 2 | 100 | 94 (R) |
22 | 4 | 1000 | 60 | 3 | 100 | 99 (R)b |
22 | 9 | 1000 | 60 | 3 | 100 | >99 (R)b |
23 | 4 | 1000 | 60 | 5 | 99 | 99 (R) |
23 | 9 | 1000 | 60 | 5 | 100 | 99 (R) |
24 | 4 | 1000 | 60 | 1.5 | 99 | 88 (R) |
25 | 4 | 1000 | 60 | 3 | 100 | 99 (R) |
25 | 9 | 1000 | 60 | 7 | 100 | 96 (R) |
26 | 4 | 1000 | 60 | 5 | 100 | 37 (S)c |
26 | 9 | 1000 | 60 | 6 | 100 | 73 (S)c |
26 | 9 | 100 | 28 | 21.5 | 99 | 74 (S) |
Conv % and ee % calculated by chiral GC analysis unless otherwise indicated.
ee % calculated by chiral HPLC analysis.
ee % calculated for acetate derivative.