Table 1.
Entry | Ketone | Diazene | Yield (%)a |
---|---|---|---|
1 |
1a |
2ab |
84 |
2 |
1bc |
2b |
76 |
3 |
1cd |
2ce |
70 |
4 |
1d |
2d |
68 |
5 |
1e |
2ef |
91 |
6 |
1f |
1fg |
72 |
7 |
1g |
2g |
68 |
Yields are for pure isolated products.
The product was a ~ 5:1 mixture of diastereomers.
Ar = 4-methoxyphenyl.
The alkene was a ~ 5: 1 Z/E mixture.
The product was a ~ 5:1 mixture of diastereomers.
The product was a ~ 6:1 mixture of diastereomers. The major product had a 13C NMR methine at δ = 100.2. The minor diastereomer 13C NMR methine was at δ = 95.1
The product was a ~ 1:1 mixture of diastereomers.