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Rhodium(II)-Catalysed Intramolecular O-H Insertion of a-Diazo-g-Azido-d-Hydroxy-b-Ketoesters: Evidence for a Novel Sigmatropic Rearrangement of an Allylic Azide Intermediate

The Rh2(OAc)4 catalyzed intramolecular O-H insertion reaction of delta-hydroxy-alpha-diazoesters affords 3(2H)-furanone-2-carboxylates in good yield but with moderate selectivity (d.e. ca 60%). The initially formed 2,5-substituted cis-furanones were found to epimerize to the corresponding 2,5-trans...

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Autors principals: Padwa Albert, Sá Marcus Mandolesi
Format: Artigo
Idioma:Inglês
Publicat: Sociedade Brasileira de Química 1999-01-01
Col·lecció:Journal of the Brazilian Chemical Society
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Accés en línia:http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531999000300012
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