Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1389560 | Carbohydrate Research | 2009 | 5 Pages |
Abstract
The Ferrier rearrangement, which is widely used in carbohydrate chemistry, is generally performed under acidic conditions to give an α anomer with high stereoselectivity. We have found that 3-O-mesyl-d-glycals 2–4 were smoothly reacted with alcohols in the presence of triethylamine. The present reaction was shown to proceed under kinetic control to give ∼1.3:1.0 mixture of α and β anomers, indicating that a kinetic anomeric effect does not operate.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Yuhya Watanabe, Tsubasa Itoh, Tohru Sakakibara,