Asymmetric Total Synthesis of Caribenol A via an Intramolecular   Diels-Alder Reaction

doi:10.1021/jo4006156

CORC > 北京大学 > 化学与分子工程学院

	Asymmetric Total Synthesis of Caribenol A via an Intramolecular Diels-Alder Reaction
	Han, Jing-Chun ; Liu, Lian-Zhu ; Chang, Yuan-Yuan ; Yue, Guo-Zong ; Guo, Jie ; Zhou, Li-Yan ; Li, Chuang-Chuang ; Yang, Zhen
刊名	journal of organic chemistry
	2013
关键词	5-7-6 TRICYCLIC CORE STEREOSELECTIVE-SYNTHESIS COPRINUS-HEPTEMERUS ORGANIC-SYNTHESIS GUANACASTEPENE-A DITERPENE CONSTRUCTION DERIVATIVES HYDROXYLATION DIMERIZATION
DOI	10.1021/jo4006156
英文摘要	A total synthesis of the caribenol A (1), a novel natural product with an intriguing tetracyclic framework, has been achieved. The synthesis features an intramolecular Diels-Alder (IMDA) reaction for the facile construction of the tricyclic [5-7-6] skeleton of caribenol A (1) and a biomimetic oxidation reaction for the formation of the 2-hydroxyfuran-2(5H)-one motif of caribenol A (1) as key steps. This synthetic approach also reveals that the sp(2) carbon at C(2) in substrate 8 is a critical factor for the formation of the tricyclic [5-7-6] skeleton in 7.; Chemistry, Organic; SCI(E); EI; PubMed; 3; ARTICLE; 11; 5492-5504; 78
语种	英语
内容类型	期刊论文
源URL	[http://ir.pku.edu.cn/handle/20.500.11897/190172]
专题	化学与分子工程学院
推荐引用方式 GB/T 7714	Han, Jing-Chun,Liu, Lian-Zhu,Chang, Yuan-Yuan,et al. Asymmetric Total Synthesis of Caribenol A via an Intramolecular Diels-Alder Reaction[J]. journal of organic chemistry,2013.
APA	Han, Jing-Chun.,Liu, Lian-Zhu.,Chang, Yuan-Yuan.,Yue, Guo-Zong.,Guo, Jie.,...&Yang, Zhen.(2013).Asymmetric Total Synthesis of Caribenol A via an Intramolecular Diels-Alder Reaction.journal of organic chemistry.
MLA	Han, Jing-Chun,et al."Asymmetric Total Synthesis of Caribenol A via an Intramolecular Diels-Alder Reaction".journal of organic chemistry (2013).