Hui-Chang Lin, Yen-Bo Chen, Zi-Ping Lin
Jul 3, 2010
Citations
0
Influential Citations
13
Citations
Journal
Tetrahedron
Abstract
Abstract A new spirocyclization was developed for the synthesis of 1,7-dioxaspiro[5.5]undecanes and 1-oxa-7-thiaspiro[5.5]undecanes by reaction of exo -glycal with aryl alcohols or thiophenols in the presence of Lewis acid BF 3 ·OEt 2 . The reaction proceeded through tandem Ferrier rearrangement, glycosylation, and Friedel–Crafts alkylation to provide the corresponding products in good to excellent yields.