Abstract
Treatment of diastereomeric (1R,5R,6R)- and (1R,5R,6S)-6-hydroxymethyl-2,6-dimethyl-7-oxabicyclo[3.2.1]oct-2-enes with Et3SiOTf leads to scalemic (1R,5R,6R)- and (1R,5R,6S)-6-hydroxy-2,6-dimethyl-8-oxabicyclo[3.3.1]non-2-enes.
References
1.
NOMA Y., NISHIMURA H.
Agricultural and Biological Chemistry,
1987
2.
Nishimura H., Noma Y.
ACS Symposium Series,
1996
3.
NISHIMURA H., HIRAMOTO S., MIZUTANI J., NOMA Y., FURUSAKI A., MATSUMOTO T.
Agricultural and Biological Chemistry,
1983
4.
Baldwin J.E., Broline B.M.
Journal of the American Chemical Society,
1982
5.
S. A. Torosyan, F.A. Gimalova, R.F. Valeev and M. S. Miftakhov, Zh. Org. Khim., 2011.(in press).
6.
7.
Heathcock C.H., Young S.D., Hagen J.P., Pilli R., Badertscher U.
Journal of Organic Chemistry,
1985
8.
10.1016/j.mencom.2011.04.008_bib0035
Maatooq
Pharmazie,
2002
9.
Salomatina O.V., Yarovaya O.I., Korchagina D.V., Polovinka M.P., Barkhash V.A.
Mendeleev Communications,
2005