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题名: Concise synthesis of calystegines B-2 and B-3 via intramolecular Nozaki-Hiyama-Kishi reaction
作者: Wang, Hong-Yao1, 2; Kato, Atsushi3; Kinami, Kyoko3; Li, Yi-Xian1; Fleet, George W. J.4, 5; Yu, Chu-Yi1, 5
刊名: ORGANIC & BIOMOLECULAR CHEMISTRY
发表日期: 2016-06-07
卷: 14, 期:21, 页:4885-4896
收录类别: SCI
英文摘要: The key step in the concise syntheses of calystegine B-2 and its C-2 epimer calystegine B-3 was the construction of cycloheptanone 8 via an intramolecular Nozaki-Hiyama-Kishi (NHK) reaction of 9, an aldehyde containing a Z-vinyl iodide. Vinyl iodide 9 was obtained by the Stork olefination of aldehyde 10, derived from carbohydrate starting materials. Calystegines B-2 (3) and B-3 (4) were synthesized from D-xylose and L-arabinose derivatives respectively in 11 steps in excellent overall yields (27% and 19%).
语种: 英语
内容类型: 期刊论文
URI标识: http://ir.iccas.ac.cn/handle/121111/35570
Appears in Collections:分子识别与功能实验室_期刊论文

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作者单位: 1.Chinese Acad Sci, BNLMS, CAS Key Lab Mol Recognit & Funct, Inst Chem, Beijing 100190, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
3.Toyama Univ, Dept Hosp Pharm, 2630 Sugitani, Toyama 9300194, Japan
4.Univ Oxford, Dept Chem, Chem Res Lab, Mansfield Rd, Oxford OX1 3TA, England
5.Jiangxi Normal Univ, Natl Engn Res Ctr Carbohydrate Synth, Nanchang 330022, Peoples R China
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