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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
; ; and
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
2016-04-01 14:05:39
date last changed
2022-01-27 22:44:42
@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}},
  keywords     = {{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}},
  doi          = {{10.1016/j.tetlet.2012.07.017}},
  volume       = {{53}},
  year         = {{2012}},
}