Synlett 2001; 2001(10): 1638-1640
DOI: 10.1055/s-2001-17438
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.

Iodine-Catalyzed Stereoselective Synthesis of Allylglycosides, Glycosyl Cyanides and Glycosyl azides

J. S. Yadav* , B. V. S. Reddy, C. Venkateshwar Rao, Pratap. K. Chand, A. R. Prasad
  • *Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad-500 007, India; Fax + 91(04)7 17 05 12; E-mail: yadav@iict.ap.nic.in
Further Information

Publication History

Publication Date:
27 September 2001 (online)

  PDF Download  Permissions and Reprints All articles of this category

Iodine efficiently catalyzes the glycosidation of glycals with allyltrimethylsilane, trimethylsilyl cyanide and trimethylsilyl azide in dichloromethane at ambient temperature to afford the corresponding 2,3-unsaturated allyl glycosides, glycosyl cyanides and glycosyl azides in excellent yields with high α-selectivity.

Ferrier rearrangement - glycals - iodine - C-glycosides