Selective C‑2 Alkylation of Tryptophan by a Pd(II)/Norbornene-Promoted C–H Activation Reaction
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 w...
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Veröffentlicht in: | Journal of organic chemistry 2013-12, Vol.78 (23), p.12263-12267 |
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Hauptverfasser: | , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | 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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ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/jo402107m |