Chiral phosphoric acid catalyzed enantioselective inverse-electron-demand oxa-Diels-Alder reactions to synthesize chiral tricyclic tetrahydropyran derivatives

doi:10.1039/d3qo01615c

KIB OpenIR

	Chiral phosphoric acid catalyzed enantioselective inverse-electron-demand oxa-Diels-Alder reactions to synthesize chiral tricyclic tetrahydropyran derivatives
	Tang,Cong-Yun; Wu,Jie; Ji,Feng-Ting; Tian,Fang; Peng,Lin; Wang,Liang-Liang
	2023
发表期刊	ORGANIC CHEMISTRY FRONTIERS
卷号	11 期号:1 页码:211-216
摘要	A series of enantioenriched tricyclic tetrahydropyran derivatives were achieved through chiral phosphoric acid catalyzed intramolecular inverse electron demand oxa-Diels-Alder (IEDODA) reactions, with good yields (up to 95%) and excellent stereocontrol (>20 : 1 dr, up to 99% ee). The achievement of such high enantioselectivity was ascribed to the rationally designed remote dual hydrogen bonding interaction, by which the conformation of the flexible substrate was well arranged by the catalyst in a reactive and stereoselective manner to participate in the transformation.
关键词	ORTHO-QUINONE METHIDES BRONSTED ACID CYCLOADDITIONS ACTIVATION
DOI	10.1039/d3qo01615c
WOS记录号	WOS:001109686500001
引用统计
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/74880
专题	中国科学院昆明植物研究所
推荐引用方式 GB/T 7714	Tang,Cong-Yun,Wu,Jie,Ji,Feng-Ting,et al. Chiral phosphoric acid catalyzed enantioselective inverse-electron-demand oxa-Diels-Alder reactions to synthesize chiral tricyclic tetrahydropyran derivatives[J]. ORGANIC CHEMISTRY FRONTIERS,2023,11(1):211-216.
APA	Tang,Cong-Yun,Wu,Jie,Ji,Feng-Ting,Tian,Fang,Peng,Lin,&Wang,Liang-Liang.(2023).Chiral phosphoric acid catalyzed enantioselective inverse-electron-demand oxa-Diels-Alder reactions to synthesize chiral tricyclic tetrahydropyran derivatives.ORGANIC CHEMISTRY FRONTIERS,11(1),211-216.
MLA	Tang,Cong-Yun,et al."Chiral phosphoric acid catalyzed enantioselective inverse-electron-demand oxa-Diels-Alder reactions to synthesize chiral tricyclic tetrahydropyran derivatives".ORGANIC CHEMISTRY FRONTIERS 11.1(2023):211-216.

条目包含的文件		下载所有文件
文件名称/大小	文献类型	版本类型	开放类型	使用许可
10.1039_d3qo01615c.p（1520KB）	期刊论文	出版稿	开放获取	CC BY-NC-SA	浏览下载