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Enantioselective synthesis of 1-substituted tetrahydro-β-carboline derivatives via the asymmetric transfer hydrogenation

Authors
Journal
Journal of Molecular Catalysis A Chemical
1381-1169
Publisher
Elsevier
Publication Date
Volume
232
Identifiers
DOI: 10.1016/j.molcata.2005.01.044
Keywords
  • Enantioselective Reduction
  • Tryptamine Derivatives
  • Alkaloids
  • Chirality Transfer
Disciplines
  • Chemistry

Abstract

Graphical abstract Several 1-substituted-3,4-dihydro-β-carboline derivatives were subjected to asymmetric transfer hydrogenation catalysed by chiral ruthenium complexes to give both enantiomers of 1,2,3,4-tetrahydro-β-carbolines of high optical purity and in good yields. The absolute stereochemistry of 4c was established on the basis of X-ray analysis of its Mosher's amide.

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