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

Larsson, Rikard LU ; Blanco, Narda LU ; Johansson, Martin H LU and Sterner, Olov LU (2012) In Tetrahedron Letters 53(37). p.4966-4970
Abstract
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.
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
Pictet-Spengler condensation, L-DOPA, 1H-Indole-3-carbaldehydes, C-1, Indolyl tetrahydroisoquinolines, Diketopiperazine fused, tetrahydroisoquinolines
in
Tetrahedron Letters
volume
53
issue
37
pages
4966 - 4970
publisher
Elsevier
external identifiers
  • wos:000308971800014
  • scopus:84865034915
ISSN
0040-4039
DOI
10.1016/j.tetlet.2012.07.017
language
English
LU publication?
yes
id
7ea07936-8eb0-4817-b447-41566b7f77e2 (old id 3191175)
date added to LUP
2012-12-03 15:53:55
date last changed
2017-01-01 06:02:54
@article{7ea07936-8eb0-4817-b447-41566b7f77e2,
  abstract     = {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.},
  author       = {Larsson, Rikard and Blanco, Narda and Johansson, Martin H and Sterner, Olov},
  issn         = {0040-4039},
  keyword      = {Pictet-Spengler condensation,L-DOPA,1H-Indole-3-carbaldehydes,C-1,Indolyl tetrahydroisoquinolines,Diketopiperazine fused,tetrahydroisoquinolines},
  language     = {eng},
  number       = {37},
  pages        = {4966--4970},
  publisher    = {Elsevier},
  series       = {Tetrahedron Letters},
  title        = {Synthesis of C-1 indol-3-yl substituted tetrahydroisoquinoline derivatives via a Pictet-Spengler approach},
  url          = {http://dx.doi.org/10.1016/j.tetlet.2012.07.017},
  volume       = {53},
  year         = {2012},
}