Table 4.
Entry | Substrate | Chiral Mo Complexb | Product | Yield [%]c | ee [%]d |
---|---|---|---|---|---|
1 | 13 | 4 a | (−)-19 | 78 | 96 |
2 | 13 | 3 b | (+)-19 | 75 | 93 |
3 | 24 | 4 a | (−)-27 | 45 | 98 |
4 | 24 | 3 b | (+)-27 | 79 | 91 |
5 | 13 | 1 a | (−)-19e | 65 | 82 |
6 | 13 | 2 | (+)-19e | 40 | 93 |
7 | 24 | 1 a | (+)-27f | 61 | 96 |
8 | 24 | 2 | (−)-27f | 48 | 73 |
All reactions performed under a nitrogen atmosphere.
All reactions carried out with 10 mol% of catalyst.
Yield of purified product.
Determined by GLC analysis.
Absolute configuration assigned by analogy to 27.
Absolute configuration determined by X-ray analysis of the epoxide derivative 28, see Ref. [18].