Highly Enantioselective Synthesis of Tetrahydro-β-Carbolines and Tetrahydro-γ-Carbolines Via Pd-Catalyzed Intramolecular Allylic Alkylation
- 20 January 2006
- journal article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 128 (5) , 1424-1425
- https://doi.org/10.1021/ja054109o
Abstract
A novel Pd-catalyzed intramolecular allylic alkylation of indoles allows THBCs and THGCs to be effectively synthesized in high yields and excellent enantiomeric excesses (ee up to 97%).Keywords
This publication has 18 references indexed in Scilit:
- CHIRAL CATALYSISChemical & Engineering News, 2005
- A Journey Across Recent Advances in Catalytic and Stereoselective Alkylation of IndolesSynlett, 2005
- Synthesis of Chiral Chromans by the Pd-Catalyzed Asymmetric Allylic Alkylation (AAA): Scope, Mechanism, and ApplicationsJournal of the American Chemical Society, 2004
- Highly Enantioselective Catalytic Acyl-Pictet−Spengler ReactionsJournal of the American Chemical Society, 2004
- New Catalytic Approaches in the Stereoselective Friedel–Crafts Alkylation ReactionAngewandte Chemie International Edition in English, 2004
- Asymmetric Transition-Metal-Catalyzed Allylic Alkylations: Applications in Total SynthesisChemical Reviews, 2003
- Synthesis and Evaluation of Analogues of the Partial Agonist 6-(Propyloxy)-4-(methoxymethyl)-β-carboline-3-carboxylic Acid Ethyl Ester (6-PBC) and the Full Agonist 6-(Benzyloxy)-4-(methoxymethyl)-β- carboline-3-carboxylic Acid Ethyl Ester (Zk 93423) at Wild Type and Recombinant GABAA ReceptorsJournal of Medicinal Chemistry, 1998
- Asymmetric Transition Metal-Catalyzed Allylic AlkylationsChemical Reviews, 1996
- The Pictet-Spengler condensation: a new direction for an old reactionChemical Reviews, 1995
- Über die Bildung von Isochinolin‐derivaten durch Einwirkung von Methylal auf Phenyl‐äthylamin, Phenyl‐alanin und TyrosinEuropean Journal of Inorganic Chemistry, 1911