Table 1.
Reaction Results from Scheme 1.
compound (A,B) | R | R′ | A yield, % | B yield, % | ee (%)a |
---|---|---|---|---|---|
5, 12 | Bn (1a) | OMe (4a) | 73 | 87 | 95 |
6, 13 | Bn (1a) | O(t-Bu) (4b) | 73 | 63 | 95 |
7, 14 | Bn (1a) | OBn (4c) | 81 | 70 | 95 |
8, 15 | cyclohexyl (1b) | OBn (4c) | 79 | 67 | 95 |
9, 16 | N-Boc-piperidine (1c) | OBn (4c) | 83 | 67 | 94 |
10, 17 | BnO(CH2)4 (1d) | OBn (4c) | 48 | 90 | 97 |
11, 18b | CH3(CH2)13(1e) | OBn (4c) | 77 | 83 | 95 |
ee values determined using chiral HPLC and racemic standards;
catalyst (2R)-2 was used.