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Synthesis of indolizidine and pyrrolizidine alkaloids by the [2+2] cycloaddition of endocyclic enecarbamates to alkyl ketenes

✍ Scribed by Carlos Roque D. Correia; Antonio R. de Faria; Eliane S. Carvalho


Book ID
103401461
Publisher
Elsevier Science
Year
1995
Tongue
French
Weight
235 KB
Volume
36
Category
Article
ISSN
0040-4039

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πŸ“œ SIMILAR VOLUMES


Diastereofacial selectivity in ketene [2
✍ Paulo Cesar M.L. Miranda; Carlos Roque D. Correia πŸ“‚ Article πŸ“… 1999 πŸ› Elsevier Science 🌐 French βš– 201 KB

The diastereofacial selectivity of enecarbamates bearing a chiral auxiliary was evaluated for the [2+2]cycloaddition with dichloroketenes. Diastereofacial selectivity ranged from zero (bornyl and menthyl) to 60% (Greene's auxiliary and 8-phenylmenthyl). Chromatography separation of the diastereomeri

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Novel aza-bicyclic 2-isoxazolines, 4,5-dihydroisoxazole [5,4-b]pyrrolidines, and 4,5-dihydroisoxazole[5,4b]piperidines were synthesized in a highly regioselective manner through a 1,3-dipolar cycloaddition reaction of 5-and 6-membered endocyclic enecarbamates and enamides with several nitrile oxides