Fragmentation of carbohydrate anomeric alkoxy radicals. Synthesis of azasugars

descriptionPublicationkeyboard_double_arrow_right Article 01 Jun 1997 English Publisher:Elsevier BVJournal:Tetrahedron: Asymmetry, volume 8, pages 1,971-1,974 (issn: 0957-4166,

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Authors: Francisco, Cosme G.; Freire, Raimundo; González Martín, Concepción C.; Suárez, Ernesto;

doi: 10.1016/s0957-4166(97)00188-2

handle: 10261/17602

Fragmentation of carbohydrate anomeric alkoxy radicals. Synthesis of azasugars

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Abstract

This work was supported by the Investigation Programme no. PB93-0171 of the Dirección General de Investigación Científica y Técnica and Programmes nos. 93/030 and 93/014 of the Dirección General de Universidades e Investigación del Gobierno de Canarias. C.C.G. thanks the Ministerio de Educación y Ciencia, Spain, for a fellowship.

The reaction of conveniently protected 5-amino-5-deoxy pentoses and 6-amino-6-deoxy hexoses with iodosylbenzene and iodine is an efficient method, via β-fragmentation of the anomeric alkoxy radicals, for the synthesis of azasugars of the tetrose and pentose series, respectively.

4 pages, 1 table, 1 scheme.

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Spanish National Research Council
Spain

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