Asymmetric synthesis of 2-deoxy-2-fluoro-gamma-aldonolactones and their conversion to 2-deoxy-2-fluoropentoses

被引:38
作者
Davis, FA
Qi, HY
机构
[1] Department of Chemistry, Temple University, Philadelphia
关键词
D O I
10.1016/0040-4039(96)00825-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Fluoro-2-deoxy-gamma-xylonic and -lyxonic lactones, 7a and 7b, were prepared via the diastereoselective fluorination of the alpha,beta-unsaturated chiral imide 5 followed by dihydroxylation. Lactones 7a and 7b were converted to 2-deoxy-2-fluoro-xylo-D-pyranose (1) and 2-deoxy-2-fluoro-lyxo-L-pyranose (2) by reduction and deprotection. Copyright (C) 1996 Elsevier Science Ltd.
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页码:4345 / 4348
页数:4
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