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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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Publikationstyp
Artikel: Journalartikel
Dokumenttyp
Wissenschaftlicher Artikel
Schlagwörter
Enantioselective Synthesis ; Tryprostatin B ; Linear Motifs ; Derivatives ; Norbornene ; Palladium ; Indoles ; Arylation ; Functionalization ; Condensation
ISSN (print) / ISBN
0022-3263
e-ISSN
1520-6904
Zeitschrift
Journal of Organic Chemistry, The
Quellenangaben
Band: 78,
Heft: 23,
Seiten: 12263-12267
Verlag
American Chemical Society (ACS)
Nichtpatentliteratur
Publikationen
Begutachtungsstatus
Peer reviewed
Institut(e)
Institute of Structural Biology (STB)