Synthesis of C-1 indol-3-yl substituted tetrahydroisoquinoline derivatives via a Pictet-Spengler approach

Summary, in English

A protocol for the diastereoselective synthesis of C-1 indol-3-yl substituted tetrahydroisoquinoline derivatives via Pictet-Spengler condensation with L-DOPA or L-DOPA derivatives and 1H-indole-3-carbaldehydes is presented. The protocol is used for the successful synthesis of several tetrahydroisoquinolines as well as diketopiperazine fused analogues. (C) 2012 Elsevier Ltd. All rights reserved.

• Författare: Rikard Larsson; Narda Blanco; Martin H Johansson; Olov Sterner
• Avdelning/ar: Centrum för analys och syntes
• Publiceringsår: 2012
• Språk: Engelska
• Sidor: 4966-4970
• Publikation/Tidskrift/Serie: Tetrahedron Letters
• Volym: 53
• Issue: 37
• Länkar: http://dx.doi.org/10.1016/j.tetlet.2012.07.017
• Dokumenttyp: Artikel i tidskrift
• Förlag: Elsevier
• Ämne: Chemical Sciences
• Nyckelord: Pictet-Spengler condensation; L-DOPA; 1H-Indole-3-carbaldehydes; C-1; Indolyl tetrahydroisoquinolines; Diketopiperazine fused; tetrahydroisoquinolines
• Status: Published
• ISBN/ISSN/Övrigt: ISSN: 0040-4039