Highly Efficient Asymmetric Synthesis of Vinylic Amino Alcohols by Zn-Promoted Benzoyloxyallylation of Chiral N-tert-Butanesulfinyl Imines: Facile and Rapid Access to (-)-Cytoxazone

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	Highly Efficient Asymmetric Synthesis of Vinylic Amino Alcohols by Zn-Promoted Benzoyloxyallylation of Chiral N-tert-Butanesulfinyl Imines: Facile and Rapid Access to (-)-Cytoxazone
	Liu M(刘敏) ; Sun XW(孙兴文) ; Xu MH(徐明华) ; Lin GQ(林国强)
刊名	Chem.-Eur. J.
	2009
卷号	15 期号:39 页码:10217-10224
ISSN号	0947-6539
其他题名	Highly Efficient Asymmetric Synthesis of Vinylic Amino Alcohols by Zn-Promoted Benzoyloxyallylation of Chiral N-tert-Butanesulfinyl Imines: Facile and Rapid Access to (-)-Cytoxazone
通讯作者	徐明华 ; 林国强
英文摘要	All efficient and convenient alpha-hydroxyallylation approach for the asymmetric synthesis of a variety of beta-amino-alpha-vinyl alcohols has been successfully developed A wide range of vinylic amino alcohol derivatives could be obtained in very rood yields and with excellent diastereomeric ratios of up to 991 in favor of anti isomers by highly diastereoselective Zn-promoted benzoyloxyallylation of chiral N-tert-butanesulfinyl imines with 3-bromopropenyl benzoate. at room temperature. Ill particular. excellent enantioinduction of the two new stereogenic centers was observed. with up to 98% cc The method provides it new route for the direct alpha-hydroxyallylation of imines ill a highly stereoselective manner. Moreover, the synthetic value of the Method has also been demonstrated by the most concise and straightforward synthesis of (-)-cytoxazone yet reported
学科主题	天然产物有机化学
收录类别	SCI
原文出处	http://dx.doi.org/10.1002/chem.200900801
语种	英语
WOS记录号	WOS:000270854200032
公开日期	2013-02-20
内容类型	期刊论文
源URL	[http://202.127.28.38/handle/331003/16689]
专题	上海有机化学研究所_中科院天然产物有机化学重点实验室
推荐引用方式 GB/T 7714	Liu M,Sun XW,Xu MH,et al. Highly Efficient Asymmetric Synthesis of Vinylic Amino Alcohols by Zn-Promoted Benzoyloxyallylation of Chiral N-tert-Butanesulfinyl Imines: Facile and Rapid Access to (-)-Cytoxazone[J]. Chem.-Eur. J.,2009,15(39):10217-10224.
APA	刘敏,孙兴文,徐明华,&林国强.(2009).Highly Efficient Asymmetric Synthesis of Vinylic Amino Alcohols by Zn-Promoted Benzoyloxyallylation of Chiral N-tert-Butanesulfinyl Imines: Facile and Rapid Access to (-)-Cytoxazone.Chem.-Eur. J.,15(39),10217-10224.
MLA	刘敏,et al."Highly Efficient Asymmetric Synthesis of Vinylic Amino Alcohols by Zn-Promoted Benzoyloxyallylation of Chiral N-tert-Butanesulfinyl Imines: Facile and Rapid Access to (-)-Cytoxazone".Chem.-Eur. J. 15.39(2009):10217-10224.