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Open Access Green as soon as Postprint is submitted to ZB.
Selective C-2 alkylation of tryptophan by a Pd(II)/norbornene-promoted C-H activation reaction.
J. Org. Chem. 78, 12263-12267 (2013)
A palladium(II)-catalyzed norbornene-mediated regioselective alkylation at the C-2 indole position of N-tert-butyloxycarbonyl (Boc)-protected (S)-tryptophan ethyl ester is reported. The protocol employs mild reaction conditions and is tolerant of a range of functional groups. The reaction proceeds without racemization at the stereogenic center of the amino acid.
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Publication type
Article: Journal article
Document type
Scientific Article
Keywords
Enantioselective Synthesis ; Tryprostatin B ; Linear Motifs ; Derivatives ; Norbornene ; Palladium ; Indoles ; Arylation ; Functionalization ; Condensation
Language
english
Publication Year
2013
HGF-reported in Year
2014
ISSN (print) / ISBN
0022-3263
e-ISSN
1520-6904
Quellenangaben
Volume: 78,
Issue: 23,
Pages: 12263-12267
Publisher
American Chemical Society (ACS)
Reviewing status
Peer reviewed
Institute(s)
Institute of Structural Biology (STB)
POF-Topic(s)
30203 - Molecular Targets and Therapies
Research field(s)
Enabling and Novel Technologies
PSP Element(s)
G-503000-003
PubMed ID
24237413
WOS ID
WOS:000328231600071
Scopus ID
84890178764
Erfassungsdatum
2014-01-02