Dimethyldicinnamyl- and diphenyldicinnamylsiloxane were synthesized from cinnamyl alcohol and dimethyl- and diphenyldichlorosilane, respectively. After photolysis, one cyclobutane product, the all trans isomer, was observed in nearly quantitative yield. Photolysis of cinnamyl alcohol under the same conditions results in very little cyclobutane formation.
Silaketals in Intramolecular 1,3-Dipolar Cycloaddition of Nitrile Oxides
作者:Romain Dogbéavou、Livain Breau
DOI:10.1055/s-1997-991
日期:1997.10
A one pot synthesis of unsymmetrical silaketals having a 1,2-disubstituted double bond and a nitro-group is described. These compounds undergo, under mild conditions, regiospecific intramolecular 1,3-dipolar cycloaddition to give a single 2-isoxazoline.
Dimethyldicinnamyl- and diphenyldicinnamylsiloxane were synthesized from cinnamyl alcohol and dimethyl- and diphenyldichlorosilane, respectively. After photolysis, one cyclobutane product, the all trans isomer, was observed in nearly quantitative yield. Photolysis of cinnamyl alcohol under the same conditions results in very little cyclobutane formation.