Ruthenium-Catalyzed One-Pot Carbenoid N−H Insertion Reactions and Diastereoselective Synthesis of Prolines

Ruthenium-Catalyzed One-Pot Carbenoid N−H Insertion Reactions and Diastereoselective Synthesis of Prolines

Aryl- and aliphatic-substituted 3-hydroxyprolines and various other amino esters are conveniently prepared by [RuCl2(p-cymene)]2-catalyzed one-pot intramolecular and intermolecular carbenoid N−H insertion reactions, respectively, and the prolines are formed with high diastereoselectivities. The cata...

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Veröffentlicht in:Organic letters 2008-04, Vol.10 (8), p.1529-1532
Hauptverfasser: Deng, Qing-Hai, Xu, Hai-Wei, Yuen, Angella Wing-Hoi, Xu, Zhen-Jiang, Che, Chi-Ming
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Proline - chemical synthesis
Ruthenium - chemistry
Stereoisomerism
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Zusammenfassung:Aryl- and aliphatic-substituted 3-hydroxyprolines and various other amino esters are conveniently prepared by [RuCl2(p-cymene)]2-catalyzed one-pot intramolecular and intermolecular carbenoid N−H insertion reactions, respectively, and the prolines are formed with high diastereoselectivities. The catalytic reactions are tolerant toward air/moisture, and the product yields are insensitive to the organic solvents used.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol800087p