Table 2.
Entry | Substrate | t [h] | Product | Yield [%][b] |
---|---|---|---|---|
1 | 3 | 75 | ||
2 | 3 | 73 | ||
3 | 3 | 82 | ||
4 | 3 | 84 | ||
5 | 3 | 84 | ||
6 | 3 | 71 | ||
7 | 3 | 72 | ||
8 | 4 | 62 | ||
9 | 3 | 62 (2:1)[c] | ||
10[d] | 9 | 63 (>10:1)[c] | ||
11[e] | 5 | 65 (>10:1)[c] | ||
12 | 6 | 70 | ||
13 | 3 | 73 | ||
14 | 4 | 70 |
[a] 0.3 mmol of 2, Zn(BF4)2⋅x H2O (5 mol %) and 1 (1.1 equiv) was reacted in CH2Cl2 (0.5 mL) at RT. [b] Yield of isolated product. [c] The ratio of diastereomers was determined by 19F NMR analysis of the crude reaction mixture. [d] Zn(BF4)2⋅x H2O (10 mol %) in CH2Cl2 (0.3 mL) was used. [e] The reaction was performed at 40 °C. Ms=methanesulfonyl, Ns=4-nitrobenzenesulfonyl.