4.4 Article

Sc(OTf)3-catalyzed C-glycosidation of glycals:: a facile synthesis of allyl glycosides, glycosyl cyanides and glycosyl azides

Journal

TETRAHEDRON LETTERS
Volume 42, Issue 24, Pages 4057-4059

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(01)00629-3

Keywords

scandium triflate; glycals; C-glycosidation; 2,3-unsaturated glycosides

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The treatment of glycals with allyltrimethylsilane, trimethylsilyl cyanide and trimethylsilyl azide in the presence of catalytic amounts of Sc(OTf)(3) gave the corresponding 2,3-unsaturated allyl glycosides, glycosyl cyanides and glycosyl azides in excellent yields with high cl-selectivity. (C) 2001 Elsevier Science Ltd. All rights reserved.

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