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Synlett 2001; 2001(Special Issue): 0945-0947
DOI: 10.1055/s-2001-14629
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Total Synthesis of α-C-Mannosyltryptophan, a Naturally Occurring C-Glycosyl Amino Acid

Toshio Nishikawa* , Miyuki Ishikawa, Kyoko Wada, Minoru Isobe
  • *Laboratory of Organic Chemistry, School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464-8601, Japan; Fax + 81 (52) 7 89 41 11; E-mail: isobem@agr.nagoya-u.ac.jp
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Publication Date:
31 December 2001 (online)

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A stereocontrolled synthesis of α-C-mannosyltryptophan, a new type of glycosyl amino acid, was achieved by Sc(ClO4)3 mediated coupling between α-C-mannosylindole and l-serine-derived 2-aziridinecarboxylate as a key step.

C-glycoside - aziridine - scandium perchlorate - natural product - total synthesis