Table 2.
Alcohola | Productb | Yieldc |
---|---|---|
1
3a |
4a |
70% |
2
3bd |
4b |
64% |
3
3dAre |
4c |
89% |
4
3cAlke |
4d |
80% |
5
3cAre |
4e |
67% |
6
3eMef |
4f |
52% |
Oxy-Cope rearrangement was carried out with dicyclohexyl-18-crown-6 and KH in THF.
Products were a mixture of α-epimers.
Yields are for pure isolated substances.
t-BuOK was used for the rearrangement.
Prepared by Stille coupling of the corresponding iodoalkene.
Prepared by Kumada coupling of the corresponding alkene.