Table 2.
Ring closing metathesis on cycloheptenones to generate bi- and tricyclic products.a
| |||||
|---|---|---|---|---|---|
| entry | substrate (1) | R1 | product (17) | yield (%)b | |
| 1c | 1h |
|
![]() 17a 17b |
R2 = H | 93 |
| 2 | 1i |
|
R2 =
|
99 | |
| 3d | 1c |
|
![]() 17c 17d |
R2 = H | 91 |
| 4d | 1d |
|
R2 = Me | 90 | |
| 5 | 1e |
|
![]() 17e 17f |
R2 = H | 90 |
| 6 | 1f |
|
R2= Me | 98 | |
| 7e | 1j |
|
![]() 17g |
96 | |
| 8 | 1g |
|
![]() 17h |
99 | |
Conditions: cycloheptenone 1 (1.0 equiv) and Grubbs–Hoveyda 2nd generation catalyst (5.0 mol %) in benzene, 50 °C.
Yield of isolated product.
See Supporting Information for alternative reaction parameters.
1,4-benzoquinone (10 mol %) added.
Performed in toluene.




