An effective approach to the new isoxazolo[3,4-d]thieno[2,3-b]pyridine system was provided by way of an intramolecular nitrone cycloaddition. The required nitrones were built in good yields starting from thiophene-2-carboxylic acids. The same skeleton was achieved in optically active form employing chiral nitrones derived from N-α-methylbenzyl- and the N-α- hydroxymethylbenzyl-hydroxylamines. The absolute configuration of the products was assigned by X-ray analysis.
Efficient Approach to the Unknown Isoxazolo[3,4-d]thieno[2,3-b]pyridine System by Regioselective Intramolecular Nitrone Cycloadditions
BROGGINI, GIANLUIGI;MARTINELLI, MICHELA;ZECCHI, GAETANO ALDO
2005-01-01
Abstract
An effective approach to the new isoxazolo[3,4-d]thieno[2,3-b]pyridine system was provided by way of an intramolecular nitrone cycloaddition. The required nitrones were built in good yields starting from thiophene-2-carboxylic acids. The same skeleton was achieved in optically active form employing chiral nitrones derived from N-α-methylbenzyl- and the N-α- hydroxymethylbenzyl-hydroxylamines. The absolute configuration of the products was assigned by X-ray analysis.File | Dimensione | Formato | |
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Tetrahedron 2005 p.3525 nitroni tiofene (71).pdf
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