Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5269139 | Tetrahedron Letters | 2011 | 4 Pages |
Abstract
Interesting norbornane-fused tetrahydrofurans, with an additional synthetically-valuable vicinal dioxy-substitution in the norbornane skeleton, are enantiospecifically obtained in high yield from epimeric camphor-derived 3-endo-bromomethyl-substituted spiroepoxidic 1-norbornyl triflates. The process takes place via a domino reaction stereoelectronically controlled by the bromine atom. The described process has synthetic value, since it opens the way for a future enantiospecific preparation of 2,3-disubstituted tetrahydrofurans from camphor.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Antonio GarcÃa MartÃnez, Enrique Teso Vilar, Amelia GarcÃa Fraile, Santiago de la Moya Cerero, Cristina DÃaz Morillo,