Rhodium(II)-Catalysed Intramolecular O-H Insertion of alpha-Diazo-gamma-Azido-delta-Hydroxy-beta-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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| Format: | article |
| Language: | eng |
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1999
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| Online Access: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531999000300012 |
| Country: | Brazil |
| Oai: | oai:scielo:S0103-50531999000300012 |