Electrophilic 5-endo-trig cyclisations of 2-silyl-3-alkenols. A stereoselective route to polysubstituted tetrahydrofurans
作者:Olivier Andrey、Laurent Ducry、Yannick Landais、Denis Planchenault、Valéry Weber
DOI:10.1016/s0040-4020(97)00109-9
日期:1997.3
Electrophilic 5-endo-trig cyclisations of allylsilanes have been carried out leading to tri- and tetrasubstituted tetrahydrofurans with reasonable fields and excellent diastereoselectivities. A rationalization of both the regio- and the stereoselectivity has been proposed. A silicon group having a thienyl fragment attached to the silicon has also been devised was shown to be oxidized under both electrophilic and nucleophilic conditions. (C) 1997 Elsevier Science Ltd.