| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5215565 | Tetrahedron | 2014 | 10 Pages |
Abstract
Functionalized 1-C-alkynyl sugars are prepared from 2-acetoxy-glucal triacetate. Dicobalt complexes of these sugar acetylenes can stabilize the anomeric carbenium cations, which promote the Ferrier-type rearrangement through the 5,6-dehydro precursors to afford alkynyl cyclohexanones after decomplexation. High stereoselectivity resulted from suitable steric interaction between the C-2 O-protecting group and the alkynyl substituents. Molecular mechanism is discussed.
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Physical Sciences and Engineering
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