Synthesis of Ribofuranosides by Catalysis with Lewis Acids. Glycosidation Versus Transacetylation
作者:
Ivan Chiu-Machado,
JulioC Castro-Palomino,
Odalys Madrazo-Alonso,
Carlos Lopetegui-Palacios,
Vicente Verez-Bencomo,
期刊:
Journal of Carbohydrate Chemistry
(Taylor Available online 1995)
卷期:
Volume 14,
issue 4-5
页码: 551-561
ISSN:0732-8303
年代: 1995
DOI:10.1080/07328309508005357
出版商: Taylor & Francis Group
数据来源: Taylor
摘要:
Several ribofuranosyl derivatives bearing trichloroacetimidoyl or acetyl leaving groups in a Lewis acid promoted ribosylation reaction were prepared and used in an attempt to improve the yield and to avoid donor → acceptor transacetylation. Trichloroacetimidates were excellent donors affording disaccharides with very high yields under mild conditions. The corresponding 1-O-acetylated analogs could also be used with out transacetylation in the presence of boron trifluoride etherate.
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