InBr3-catalyzed Ferrier rearrangement: an efficient synthesis of C-pseudoglycals

Yadav, Jhillu S. ; Subba Reddy, Bhasi V. (2002) InBr3-catalyzed Ferrier rearrangement: an efficient synthesis of C-pseudoglycals Synthesis, 2002 (4). 0511-0514. ISSN 0039-7881

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Official URL: http://www.thieme-connect.com/ejournals/abstract/s...

Related URL: http://dx.doi.org/10.1055/s-2002-20968

Abstract

Glycals react smoothly with silyl nucleophiles such as allyltrimethylsilane, trimethylsilyl cyanide and trimethylsilyl azide in the presence of a catalytic amount of indium tribromide to give the corresponding 2,3-unsaturated allyl glycosides, glycosyl cyanides and glycosyl azides in excellent yields with high α-selectivity.

Item Type:Article
Source:Copyright of this article belongs to Thieme Medical Publishers.
Keywords:Ferrier Rearrangement; Indium Reagents; Pseudoglycals
ID Code:62775
Deposited On:24 Sep 2011 04:42
Last Modified:24 Sep 2011 04:42

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