Table 3.
Synthesis of epoxides by the reaction of 1-X with alkenes followed by the treatment with NaOMe.a
![]() | ||||
| Entry | Alkene | Product | X | Yield (%)b |
| 1 |
![]() 2a |
![]() 6a |
Br | 95c |
| 2 | I | 96c | ||
| 3 |
![]() 2b (Z:E = 72:28) |
![]() 6b |
Br | 68 (cis:trans = 74:26) |
| 4 | I | 89 (cis:trans = 74:26) |
||
| 5 |
![]() 2c |
![]() 6c |
Br | 73c |
| 6 | I | 86c | ||
| 7 |
![]() (E)-2d |
![]() 6d |
Br | 53 |
| 8 | I | 38d | ||
| 9 |
![]() (Z)-2d |
![]() 6d’ |
Br | 60 |
| 10 | I | 67d | ||
| 11 |
![]() 2e |
![]() 6e |
Br | 52e |
| 12 | I | 57e | ||
| 13 |
![]() 2f |
![]() 6f |
Br | 49e |
| 14 | I | 47e | ||
| 15 |
![]() 2g |
![]() 6g |
Br | 69 |
| 16 | I | 0 | ||
aThe electrolysis was carried out using 1.3 equiv of Bu4NBr or Bu4NI (based on the alkene which was added after electrolysis) with 2.1 F/mol of electricity based on Bu4NBr or Bu4NI. bIsolated yield. cYield was determined by GC. d2.0 Equiv of Bu4NI was used. eReacted with 2.5 equiv of NaOMe for 2 h.
















