Rhodium(I)-Catalyzed Bridged [5+2] Cycloaddition of   cis-Allene-vinylcyclopropanes to Synthesize the Bicyclo[4.3.1]decane   Skeleton

doi:10.1002/anie.201702288

CORC > 北京大学 > 化学与分子工程学院

	Rhodium(I)-Catalyzed Bridged [5+2] Cycloaddition of cis-Allene-vinylcyclopropanes to Synthesize the Bicyclo[4.3.1]decane Skeleton
	Liu, Cheng-Hang ; Yu, Zhi-Xiang
刊名	ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
	2017
关键词	allenes cycloaddition density-functional calculations rhodium small ring compounds CATALYZED INTERMOLECULAR 5+2 ASYMMETRIC TOTAL-SYNTHESIS NATURAL-PRODUCT SYNTHESIS DIELS-ALDER REACTION ENE-VINYLCYCLOPROPANES VINYL AZIRIDINES 7-MEMBERED RINGS ALKYNES METAL STEREOCHEMISTRY
DOI	10.1002/anie.201702288
英文摘要	Previously reported was that cis-ene-vinylcyclopropanes (cis-ene-VCPs) underwent Rh-catalyzed [5+2] reaction to give 5,7-fused bicyclic products, where vinylcyclopropane (VCP) acts as five-carbon synthon. Unfortunately, this reaction had very limited scope. Replacing the 2 pi component of cis-ene-VCPs to allene moiety, the corresponding cis-allene-VCPs did not undergo the expected normal [5+2] cycloaddition to give 5,7-fused bicyclic products. Instead, the challenging bicyclo[ 4.3.1]decane skeleton was obtained via an unprecedented bridged [5+2] cycloaddition. DFT calculations were applied to understand why this bridged [5+2] reaction is favored over the anticipated but not realized normal [5+2] reaction.; Natural Science Foundation of China [21672008, 21232001]; SCI(E); ARTICLE; 30; 8667-8671; 56
语种	英语
内容类型	期刊论文
源URL	[http://ir.pku.edu.cn/handle/20.500.11897/472117]
专题	化学与分子工程学院
推荐引用方式 GB/T 7714	Liu, Cheng-Hang,Yu, Zhi-Xiang. Rhodium(I)-Catalyzed Bridged [5+2] Cycloaddition of cis-Allene-vinylcyclopropanes to Synthesize the Bicyclo[4.3.1]decane Skeleton[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2017.
APA	Liu, Cheng-Hang,&Yu, Zhi-Xiang.(2017).Rhodium(I)-Catalyzed Bridged [5+2] Cycloaddition of cis-Allene-vinylcyclopropanes to Synthesize the Bicyclo[4.3.1]decane Skeleton.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION.
MLA	Liu, Cheng-Hang,et al."Rhodium(I)-Catalyzed Bridged [5+2] Cycloaddition of cis-Allene-vinylcyclopropanes to Synthesize the Bicyclo[4.3.1]decane Skeleton".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2017).