(R)-1-Phenylethylamine as chiral auxiliary in the diastereoselective synthesis of tetrahydro-β-carboline derivatives

(R)-1-Phenylethylamine as chiral auxiliary in the diastereoselective synthesis of tetrahydro-β-carboline derivatives

Modified sodium borohydrides were used in the reduction of the imine moiety in compounds containing the (R)-1-arylethylamine motif as a chiral auxiliary. Diastereomeric products were formed with moderate to good stereoselectivity and were effectively separated by column chromatography.Key words: asy...

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Veröffentlicht in:Canadian journal of chemistry 2007-12, Vol.85 (12), p.1033-1036
Hauptverfasser: Siwicka, Aleksandra, Wojtasiewicz, Krystyna, Leniewski, Andrzej, Maurin, Jan K, Zawadzka, Anna, Czarnocki, Zbigniew
Format: Artikel
Sprache:eng
Schlagworte:
Chemical synthesis
Phenethylamines
Properties
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Zusammenfassung:Modified sodium borohydrides were used in the reduction of the imine moiety in compounds containing the (R)-1-arylethylamine motif as a chiral auxiliary. Diastereomeric products were formed with moderate to good stereoselectivity and were effectively separated by column chromatography.Key words: asymmetric synthesis, indole alkaloids, hydrogen bond.
ISSN:0008-4042
1480-3291
DOI:10.1139/v07-118