Download PDF
Synlett 1998; 1998(1): 84-86
DOI: 10.1055/s-1998-1575
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.

Mild but Efficient Methods for Stereoselective Glycosylation with Thioglycosides: Activation by [N-Phenylselenophthalimide-Mg(ClO4)2] and [PhIO-Mg(ClO4)2]

Koichi Fukase* , Yoshihiko Nakai, Takeshi Kanoh, Shoichi Kusumoto
  • *Department of Chemistry, Graduate School of Science, Osaka University, Toyonaka, Osaka 560, Japan; Fax +81 6 8 50 54 19; E-mail: koichi@chem.sci.osaka-u.ac.jp
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

Combinations of N-phenylselenophthalimide (N-PSP) or iodosobenzene (PhIO) with Mg(ClO4)2 effectively promote glycosylation with thioglycosides under mild conditions. A 2,2,2-trichloroethoxycarbonyl group or trityl protecting group at the 6-position increased α-selectivity on glycosylation with 2-O-benzylated donors.

glycosylation - thioglycoside - N-phenylselenophthalimide - iodosobenzene