Literature DB >> 20405853

Pd-catalyzed carboamination of oxazolidin-2-ones: a stereoselective route to trans-2,5-disubstituted pyrrolidines.

Georgia S Lemen1, John P Wolfe.   

Abstract

Palladium-catalyzed carboamination reactions between aryl bromides and 4-(but-3-enyl)-substituted oxazolidin-2-ones are described. These transformations afford bicyclic oxazolidin-2-one derivatives that can be converted to trans-2,5-disubstituted pyrrolidines in one step. The starting materials are easily prepared from amino acid precursors, and products that contain up to three stereocenters are generated with >20:1 dr.

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Year:  2010        PMID： 20405853      PMCID： PMC2873168          DOI： 10.1021/ol1006828

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  23 in total

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8.  Asymmetric synthesis of trans-2,5-disubstituted pyrrolidines from enantiopure homoallylic amines. Synthesis of pyrrolidine (-)-197B.

Authors:  Franklin A Davis; Minsoo Song; Alexander Augustine
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  8 in total

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Journal:  Org Lett       Date:  2011-05-23       Impact factor: 6.005

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7.  Diastereoselective C-H Bond Amination for Disubstituted Pyrrolidines.

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8.  A regio- and stereoselective ω-transaminase/monoamine oxidase cascade for the synthesis of chiral 2,5-disubstituted pyrrolidines.

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  8 in total

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