Enantioselective Total Syntheses of Kuwanon X, Kuwanon Y, and Kuwanol A

doi:10.1021/acs.orglett.5b03285

	Enantioselective Total Syntheses of Kuwanon X, Kuwanon Y, and Kuwanol A
	Gao, Lei 1,2,3; Han, Jianguang 1; Lei, Xiaoguang 1,2,3,4,5
刊名	ORGANIC LETTERS
	2016-02-05
卷号	18 期号:3 页码:360-363
ISSN号	1523-7060
DOI	10.1021/acs.orglett.5b03285
文献子类	Article
英文摘要	The first enantioselective total syntheses of (-)-kuwanon X, (+)-kuwanon Y, and (+)-kuwanol A have been accomplished by using asymmetric Diels-Alder cyclo-addition promoted by chiral VANOL or VAPOL/boron Lewis acid. The biosynthesis-inspired asymmetric Diels-Alder cyclo-addition shows high exo selectivity (exo/endo = 13/1), which was unprecedented in the previous total syntheses of related prenylflavonoid Diels-Alder natural products. An acid catalyzed intramolecular ketalization process enabled a biomimetic transformation to construct the polycyclic skeleton of kuwanol A efficiently.
WOS关键词	DIELS-ALDER REACTION ; CULTIVATED MULBERRY TREE ; MORUS-LHOU KOIDZ ; STILBENE DERIVATIVES ; NATURAL-PRODUCTS ; LEWIS-ACID ; STEM BARK ; ALBA L ; ADDUCTS ; CATALYSIS
WOS研究方向	Chemistry
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000369771800005
内容类型	期刊论文
源URL	[http://cas-ir.dicp.ac.cn/handle/321008/171162]
专题	大连化学物理研究所_中国科学院大连化学物理研究所
通讯作者	Lei, Xiaoguang
作者单位	1.NIBS, Beijing 102206, Peoples R China 2.Peking Union Med Coll, Grad Sch, Beijing 100730, Peoples R China 3.Chinese Acad Med Sci, Beijing 100730, Peoples R China 4.Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Beijing Natl Lab Mol Sci,Minist Educ, Coll Chem & Mol Engn,Synthet & Funct Biomol Ctr,D, Beijing 100871, Peoples R China 5.Peking Univ, Peking Tsinghua Ctr Life Sci, Beijing 100871, Peoples R China
推荐引用方式 GB/T 7714	Gao, Lei,Han, Jianguang,Lei, Xiaoguang. Enantioselective Total Syntheses of Kuwanon X, Kuwanon Y, and Kuwanol A[J]. ORGANIC LETTERS,2016,18(3):360-363.
APA	Gao, Lei,Han, Jianguang,&Lei, Xiaoguang.(2016).Enantioselective Total Syntheses of Kuwanon X, Kuwanon Y, and Kuwanol A.ORGANIC LETTERS,18(3),360-363.
MLA	Gao, Lei,et al."Enantioselective Total Syntheses of Kuwanon X, Kuwanon Y, and Kuwanol A".ORGANIC LETTERS 18.3(2016):360-363.