Download PDF
Synlett 1998; 1998(7): 754-756
DOI: 10.1055/s-1998-1773
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Scandium-Mediated Opening of Aziridine Carboxylates: A Facile Synthesis of Aryl Substituted Tryptophans

Youssef L. Bennani* , Gui-Dong Zhu, Jennifer C. Freeman
  • *Abbott Laboratories, Metabolic Diseases Research, D4MG, AP10; 100 Abbott Park Rd, Abbott Park, IL 60064-3500, U.S.A.
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

The treatment of enantiomerically pure L-serine-derived N-Cbz- or N-Fmoc-aziridine carboxylates with indole derivatives in the presence of a stoichiometric amount of Sc(Otf)3 in dichloromethane at 0 °C or RT gives the aryl-substituted and protected tryptophan derivatives in good yields. Attempts to catalyze the reaction are also reported.

scandium triflate - aziridine carboxylates - indoles