Regioselective Rh-Catalyzed Allylic Amination/Ring-Closing Metathesis Approach to Monocyclic Azacycles:  Diastereospecific Construction of 2,5-Disubstituted Pyrrolines

Regioselective Rh-Catalyzed Allylic Amination/Ring-Closing Metathesis Approach to Monocyclic Azacycles:  Diastereospecific Construction of 2,5-Disubstituted Pyrrolines

Regioselective rhodium-catalyzed allylic amination followed by ring-closing metathesis, using the Grubbs' catalyst, provides an expeditious route to monosubstituted azacycles. The enantiomerically enriched allylamine 1 can also be resubjected to the reaction sequence with (R)- and (S)-2b to fac...

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Veröffentlicht in:Organic letters 1999-12, Vol.1 (12), p.1929-1931
Hauptverfasser: Evans, P. Andrew, Robinson, John. E
Format: Artikel
Sprache:eng
Schlagworte:
Amination
Aza Compounds - chemistry
Catalysis
Pyrroles - chemistry
Rhodium
Stereoisomerism
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Zusammenfassung:Regioselective rhodium-catalyzed allylic amination followed by ring-closing metathesis, using the Grubbs' catalyst, provides an expeditious route to monosubstituted azacycles. The enantiomerically enriched allylamine 1 can also be resubjected to the reaction sequence with (R)- and (S)-2b to facilitate the diastereospecific construction of 2,5-disubstituted pyrrolines 3/4.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol991064l