Organocatalytic Enantioselective Nucleophilic Substitution of Furfurals with Alcohols via a Remote Chiral Control

doi:10.1021/acs.joc.4c02937

	Organocatalytic Enantioselective Nucleophilic Substitution of Furfurals with Alcohols via a Remote Chiral Control
	Li, Chaofan1,2,3 ; He, Xinyi 1; Wei, Changrui 1; Yuan, Changxian2,3 ; Shen, Xiaoqin4 ; Zhang, Zhiguang 1; Cui, Bin 1; Wang, Sinan2,3
	2025-02-01
发表期刊	JOURNAL OF ORGANIC CHEMISTRY (IF:3.3[JCR-2023],3.2[5-Year])
ISSN	0022-3263
EISSN	1520-6904
卷号	90 期号:9 页码:3301-3307
发表状态	已发表
DOI	10.1021/acs.joc.4c02937
摘要	We describe herein the direct organocatalytic asymmetric nucleophilic substitution reaction of 2-benzylfurfurals with benzyl alcohols and allylic alcohol in the absence of any metal catalysts and ligands. A series of gamma-regioselective products were obtained in high yields and up to 99% enantiomeric excess.
关键词	Enantioselectivity Allylic alcohol - Benzyl alcohol - Chiral control - Enantioselective - Metal catalyst - Metal ligands - Nucleophilic substitution reactions - Nucleophilic substitutions - Organocatalytic - Regio-selective
URL	查看原文
收录类别	SCI ; EI
语种	英语
资助项目	National Natural Science Foundation of China[B202208024] ; Hebei Natural Science Foundation[22401072] ; National Natural Science Foundation of China[22PJ1410900]
WOS研究方向	Chemistry
WOS类目	Chemistry, Organic
WOS记录号	WOS:001432729600001
出版者	AMER CHEMICAL SOC
EI入藏号	20250917961173
EI主题词	Substitution reactions
EI分类号	801.1 Biochemistry - 802.2 Chemical Reactions
原始文献类型	Article in Press
文献类型	期刊论文
条目标识符	https://kms.shanghaitech.edu.cn/handle/2MSLDSTB/496871
专题	生物医学工程学院物质科学与技术学院物质科学与技术学院_博士生信息科学与技术学院_本科生物质科学与技术学院_PI研究组_沈晓钦组生物医学工程学院_PI研究组_王斯楠组
通讯作者	Zhang, Zhiguang; Cui, Bin; Wang, Sinan
作者单位	1.Hebei Univ Sci & Technol, Coll Chem & Pharmaceut Engn, Manganese Catalysis & Asymmetr Synth Lab, Shijiazhuang 050018, Peoples R China 2.ShanghaiTech Univ, Sch Biomed Engn, Shanghai 201210, Peoples R China 3.ShanghaiTech Univ, State Key Lab Adv Med Mat & Devices, Shanghai 201210, Peoples R China 4.ShanghaiTech Univ, Sch Phys Sci & Technol, Shanghai 201210, Peoples R China
第一作者单位	生物医学工程学院; 上海科技大学
通讯作者单位	生物医学工程学院; 上海科技大学
推荐引用方式 GB/T 7714	Li, Chaofan,He, Xinyi,Wei, Changrui,et al. Organocatalytic Enantioselective Nucleophilic Substitution of Furfurals with Alcohols via a Remote Chiral Control[J]. JOURNAL OF ORGANIC CHEMISTRY,2025,90(9):3301-3307.
APA	Li, Chaofan.,He, Xinyi.,Wei, Changrui.,Yuan, Changxian.,Shen, Xiaoqin.,...&Wang, Sinan.(2025).Organocatalytic Enantioselective Nucleophilic Substitution of Furfurals with Alcohols via a Remote Chiral Control.JOURNAL OF ORGANIC CHEMISTRY,90(9),3301-3307.
MLA	Li, Chaofan,et al."Organocatalytic Enantioselective Nucleophilic Substitution of Furfurals with Alcohols via a Remote Chiral Control".JOURNAL OF ORGANIC CHEMISTRY 90.9(2025):3301-3307.