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
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container_end_page 1931
container_issue 12
container_start_page 1929
container_title Organic letters
container_volume 1
creator Evans, P. Andrew
Robinson, John. E
description 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.
doi_str_mv 10.1021/ol991064l
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subjects Amination
Aza Compounds - chemistry
Catalysis
Pyrroles - chemistry
Rhodium
Stereoisomerism
title Regioselective Rh-Catalyzed Allylic Amination/Ring-Closing Metathesis Approach to Monocyclic Azacycles:  Diastereospecific Construction of 2,5-Disubstituted Pyrrolines
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