Divergent asymmetric synthesis of heterohelicenes via sequential organocatalyzed Povarov reaction and aromatization

doi:10.1016/j.xcrp.2024.101993

	Divergent asymmetric synthesis of heterohelicenes via sequential organocatalyzed Povarov reaction and aromatization
	Xie, Wansen; Zhou, Jinmiao; Liu, Wei; Qin, Tianren; Yang, Xiaoyu
	2024-06-19
发表期刊	CELL REPORTS PHYSICAL SCIENCE (IF:7.9[JCR-2023],8.4[5-Year])
EISSN	2666-3864
卷号	5 期号:6
DOI	10.1016/j.xcrp.2024.101993
摘要	Incorporating main-group elements into the backbone of chiral carbohelicenes can significantly alter their electronic and optical properties, which renders the asymmetric synthesis of heterohelicenes an appealing research field. Herein, we present the divergent asymmetric synthesis of two distinct types of heterohelicenes from the same starting material by employing the key Povarov reaction with chiral phosphoric acid catalysts. Specifically, the one-pot asymmetric Povarov reaction/oxidative aromatization yielded the C1ortho-phenol-substituted [5]/[6]pyridohelicenes, while subsequent Pd(II)/base-mediated furan formation resulted in the formation of longer [7]/[8]heterohelicenes bearing both furan and pyridine moieties. Fruitful derivatizations of the chiral helicenes, along with their promising photophysical and chiroptical properties, have underscored the value of this method.
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收录类别	SCI
语种	英语
资助项目	NSFC["22222107","22171186"] ; China Postdoctoral Science Foundation[2022M722146] ; Shanghai Postdoctoral Excellence Program[2021285] ; Analytical Instrumentation Center[SPST-AIC10112914]
WOS研究方向	Chemistry ; Energy & Fuels ; Materials Science ; Physics
WOS类目	Chemistry, Multidisciplinary ; Energy & Fuels ; Materials Science, Multidisciplinary ; Physics, Multidisciplinary
WOS记录号	WOS:001293788300001
出版者	CELL PRESS
引用统计	正在获取...
文献类型	期刊论文
条目标识符	https://kms.shanghaitech.edu.cn/handle/2MSLDSTB/414178
专题	物质科学与技术学院物质科学与技术学院_PI研究组_杨晓瑜组物质科学与技术学院_博士生
通讯作者	Yang, Xiaoyu
作者单位	ShanghaiTech Univ, Sch Phys Sci & Technol, Shanghai 201210, Peoples R China
第一作者单位	物质科学与技术学院
通讯作者单位	物质科学与技术学院
第一作者的第一单位	物质科学与技术学院
推荐引用方式 GB/T 7714	Xie, Wansen,Zhou, Jinmiao,Liu, Wei,et al. Divergent asymmetric synthesis of heterohelicenes via sequential organocatalyzed Povarov reaction and aromatization[J]. CELL REPORTS PHYSICAL SCIENCE,2024,5(6).
APA	Xie, Wansen,Zhou, Jinmiao,Liu, Wei,Qin, Tianren,&Yang, Xiaoyu.(2024).Divergent asymmetric synthesis of heterohelicenes via sequential organocatalyzed Povarov reaction and aromatization.CELL REPORTS PHYSICAL SCIENCE,5(6).
MLA	Xie, Wansen,et al."Divergent asymmetric synthesis of heterohelicenes via sequential organocatalyzed Povarov reaction and aromatization".CELL REPORTS PHYSICAL SCIENCE 5.6(2024).