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学科主题: 天然产物有机化学
题名: Synthesis and Absolute Configuration of the 7-Phenylhepta-4,6-diyne-1,2-diol Isolated from Bidens pilosa
其他题名: 由Bidens pilosa分离到的7-苄基-4,6-二炔-1,2-二醇的合成及绝对构型确定
作者: Cui S(崔杉) ; Zou Y(邹洋) ; Wu YK(伍贻康) ; Gao P(高坡)
通讯作者: 伍贻康 ; 高坡
刊名: Synthesis
发表日期: 2011-01-01
期: 13, 页:2131-2135
收录类别: SCI
部门归属: 中科院上海有机化学研究所; 黑龙江大学
英文摘要: The title diynediol was synthesized in enantiopure (>98.4% ee) forms, with the cross coupling of phenylacetylene with either (R)- or (S)-5-benzyloxypent-1-yn-4-ol catalyzed by nickel(II) chloride-copper(I) iodide as the key step. Comparison of the spectroscopic data (especially the optical rotations) for the synthetic and natural samples revealed that the natural diynediol is of S-configuration. The unexpected formation of a pyranone ring at the alkyne terminal when cleaving a benzyl protecting group with acetic anhydride and trimethylsilyl triflate is also detailed; this approach illustrates a novel and mild entry to related pyranones.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000291797500013
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/20459
Appears in Collections:生命有机化学国家重点实验室_期刊论文

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Recommended Citation:
Cui S,Zou Y,Wu YK,et al. Synthesis and Absolute Configuration of the 7-Phenylhepta-4,6-diyne-1,2-diol Isolated from Bidens pilosa[J]. Synthesis,2011(13):2131-2135.
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