Stereocontrolled transformation of nitrohexofuranoses into cyclopentylamines via 2-oxabicyclo[2.2.1]heptanes.: Part 2:: Synthesis of (1S,2R,3S,4S,5R)-3,4,5-trihydroxy-2-aminocyclopentanecarboxylic acid

被引:30
|
作者
Soengas, RG [1 ]
Pampín, MB [1 ]
Estévez, JC [1 ]
Estévez, RJ [1 ]
机构
[1] Univ Santiago de Compostela, Dept Quim Organ, Santiago De Compostela, Spain
关键词
D O I
10.1016/j.tetasy.2004.11.034
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A recent new strategy for the transformation of nitrohexofuranoses into cyclopentylamines, based on intramolecular cyclization followed by controlled opening of the resulting 2-oxabicyclo[2.2.1]heptane derivatives, allowed the first total synthesis of (1S,2R,3S,4S,5R)-2,3,4-trihydroxy-5-aminocyclopentanecarboxylic acid from L-idose. (C) 2004 Elsevier Ltd. All rights reserved.
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页码:205 / 211
页数:7
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