Table 2.
| ||||||
---|---|---|---|---|---|---|
entry | propargyl ester | cp yielda | conditions Ab | yieldc | conditions Bb | yieldc |
1 | 5 80% | 3 | 89% | 4 | 76% | |
2 | 68 82% | 79% | 19% (+ 53% 3) | |||
3 | 70 60% | 81% | 57% (+ 32% 3) | |||
| ||||||
4 | 72 80% | 73 89% | 74 63% | |||
5 | 76 83% | 77 91% | 78 66% | |||
| ||||||
6 | 80 59% | 81 77% (8.3:1)d | 82 84% | |||
7 | 84 79% | 85 72% | 86 84% |
Isolated yields of cis-cyclopropane. Reactions run with 3:1 ratio of propargyl ester:2
A: 5% AgOTf, 5% (ArO)3PAuCl, CH2Cl2. B: 5% AgSbF6, 5% (ArO)3PAuCl, CH2Cl2.
Isolated yields
E:Z ratio.