| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5221537 | Tetrahedron | 2011 | 15 Pages |
Abstract
A methodology is described for the synthesis of 2,6-disubstituted dihydro[2H]pyrans through a Lewis-acid catalyzed 6-endo-trig cyclization of β-hydroxy-γ,δ-unsaturated alcohols. Employing alkyl-substituted allylic diols and catalytic amounts of a Lewis acid, such as BF3·OEt2, the corresponding syn-pyrans are formed highly diastereoselectively and in good yields. The described process is simple to execute, proceeds readily at ambient temperature, and is scalable.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Stephen Hanessian, Thilo Focken, Rupal Oza,