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学科主题: 氟化学 ; 生命有机化学
题名: Synthesis of trifluoromethylated analogues of beta-L-fucofuranose and beta-L-4,6-dideoxyxylohexopyranose
其他题名: 三氟甲基化的b-L-Fucofuranose和B-L-4,6-二脱氧xylohexopyranose类似物的合成
作者: Wang BL(王柄林) ; Yu F(于飞) ; Qiu XL(邱小龙) ; Jiang ZX(江中兴) ; Qing FL(卿凤翎)
通讯作者: 卿凤翎
刊名: J. Fluor. Chem.
发表日期: 2006-01-01
卷: 127, 期:4-5, 页:580-587
收录类别: SCI
部门归属: 中科院上海有机化学研究所; 东华大学
英文摘要: Efficient strategy to trifluoromethylated trans-disubstituted alkene 3 was developed starting from commercially available 4,4,4-trifluoro-3-oxobutyric acid ethyl ester 12. 6-Deoxy-6,6,6-trifluorosugars 21 and 30 were synthesized from 3 in high stereoselectivity and in a straightforward fashion. The key steps were Sharpless AD reaction, regioselective ring opening of trifluoromethylated cyclic sulfate, Horner-Wadsworth-Emmons reaction and TEMPO oxidation. It was noteworthy that the oxidation of alcohols 20 and 29 followed by deprotection and acetylation gave the single isomer target molecules 21 and 30, respectively. (C) 2005 Elsevier B.V. All rights reserved.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000237986300018
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/17577
Appears in Collections:中科院有机氟化学重点实验室_期刊论文

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Recommended Citation:
Wang BL,Yu F,Qiu XL,et al. Synthesis of trifluoromethylated analogues of beta-L-fucofuranose and beta-L-4,6-dideoxyxylohexopyranose[J]. J. Fluor. Chem.,2006,127(4-5):580-587.
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