Table 19.
Examples of the Smith rearrangement.
Entry | Allylic isomer B | Allylic isomer C | Comments | Ref. |
1 |
![]() 429a |
![]() 429b |
In CDCl3 within 259 h, approximately 5% of B was transformed into C | [427] |
2 |
![]() 430a |
![]() 430b |
In CHCl3 at room temperature within 150 h, the B:C ratio reached 1.8:1 | [439] |
3 |
![]() 431a |
![]() 431b |
In CDCl3 at 40 °C within 3.5 h, B is transformed into C by 20%. In EtOAc at 40 °C, the yield of C was 25–30% | [416] |
In CHCl3 after 5 d at room temperature, only partial conversion | [431] | |||
4 |
![]() 432a |
![]() 432b |
In CDCl3, the B:C ratio reached 1:1.5 | [439] |