Concise synthesis of calystegines B-2 and B-3 via intramolecular Nozaki-Hiyama-Kishi reaction

	Concise synthesis of calystegines B-2 and B-3 via intramolecular Nozaki-Hiyama-Kishi reaction
	Wang, Hong-Yao 1,2; Kato, Atsushi 3; Kinami, Kyoko 3; Li, Yi-Xian 1; Fleet, George W. J.4,5; Yu, Chu-Yi 1,5
刊名	ORGANIC & BIOMOLECULAR CHEMISTRY
	2016-06-07
卷号	14 期号:21 页码:4885-4896
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%).
收录类别	SCI
语种	英语
内容类型	期刊论文
源URL	[http://ir.iccas.ac.cn/handle/121111/35570]
专题	化学研究所_分子识别与功能实验室
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
推荐引用方式 GB/T 7714	Wang, Hong-Yao,Kato, Atsushi,Kinami, Kyoko,et al. Concise synthesis of calystegines B-2 and B-3 via intramolecular Nozaki-Hiyama-Kishi reaction[J]. ORGANIC & BIOMOLECULAR CHEMISTRY,2016,14(21):4885-4896.
APA	Wang, Hong-Yao,Kato, Atsushi,Kinami, Kyoko,Li, Yi-Xian,Fleet, George W. J.,&Yu, Chu-Yi.(2016).Concise synthesis of calystegines B-2 and B-3 via intramolecular Nozaki-Hiyama-Kishi reaction.ORGANIC & BIOMOLECULAR CHEMISTRY,14(21),4885-4896.
MLA	Wang, Hong-Yao,et al."Concise synthesis of calystegines B-2 and B-3 via intramolecular Nozaki-Hiyama-Kishi reaction".ORGANIC & BIOMOLECULAR CHEMISTRY 14.21(2016):4885-4896.