| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5224063 | Tetrahedron | 2010 | 6 Pages |
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 BF3·OEt2. The reaction proceeded through tandem Ferrier rearrangement, glycosylation, and Friedel-Crafts alkylation to provide the corresponding products in good to excellent yields.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
![Synthesis of 1,7-dioxaspiro[5.5]undecanes and 1-oxa-7-thiaspiro[5.5]undecanes from exo-glycal](/preview/png/5224063.png "First Page Preview: Synthesis of 1,7-dioxaspiro[5.5]undecanes and 1-oxa-7-thiaspiro[5.5]undecanes from exo-glycal")
Authors
Hui-Chang Lin, Yen-Bo Chen, Zi-Ping Lin, Fung Fuh Wong, Chun-Hung Lin, Shao-Kai Lin,