2-Pivaloylcyclohex-2-enone 4, obtained from 2,2-dimethylcyclohexanone in three steps in 70% yield, is converted into tetrahydrobenzo[c]furan-4-one 6 on irradiation (254 nm) in propan-2-ol.
References
1.
KrausG. A., and WanZ., Synlett, 1997, 1285.
2.
AkhremA. A., LakhvichF. A., and PyrkoA. N., J. Org. Chem. USSR, 1983, 19, 2027.
3.
RengaJ. M., and ReichH. J., Org. Synth., 1988, Coll. Vol. VI, 23.
4.
AkhremA. A., MoiseenkovA. M., and LakhvichF. A., Bull. Acad. Sci. USSR, Div. Chem. Sci., 1972, 21, 355.
5.
MeyerW. L., BrannonM. J., BurgosC. G., GoodwinT. E., and HowardR. W., J. Org. Chem., 1985, 60, 438.
6.
AndriamialisoaR. Z., LangloisN., and LangloisY., Tetrahedron Lett., 1985, 26, 3563.
7.
HowardA. S., MeerholzC. A., and MichaelJ. P., Tetrahedron Lett., 1979, 1339.
8.
HobelK., and MargarethaP., Helv. Chim. Acta, 1989, 72, 975.
9.
AndresenS., and MargarethaP., J. Chem. Res. (S), 1994, 332.
