Diastereoselective formation of aziridines from diazocarbonyl compounds and N-(O-pivaloylated D-galactosyl) benzylideneamines and ring-opening reactions with p-toluenethiol

doi:10.1039/c4ob00443d

IR@PKUHSC > 北京大学药学院

学科主题	药学
	Diastereoselective formation of aziridines from diazocarbonyl compounds and N-(O-pivaloylated D-galactosyl) benzylideneamines and ring-opening reactions with p-toluenethiol
	Zhao, Yizhou 1; Wang, Gang 1; Zhou, Shanshan 1; Li, Zhongjun1 ; Meng, Xiangbao1
刊名	ORGANIC & BIOMOLECULAR CHEMISTRY
	2014
DOI	10.1039/c4ob00443d
卷	12 期:21 页:3362-3365
收录类别	SCI ; IC ; CCR
文章类型	Article
WOS标题词	Science & Technology
类目[WOS]	Chemistry, Organic
研究领域[WOS]	Chemistry
关键词[WOS]	MANNICH-MICHAEL REACTIONS ; ASYMMETRIC-SYNTHESIS ; STEREOSELECTIVE-SYNTHESIS ; CHIRAL TEMPLATES ; UGI-SYNTHESIS ; CARBOHYDRATE TEMPLATES ; CATALYZED SYNTHESIS ; LEWIS-ACID ; DERIVATIVES ; ALKALOIDS
英文摘要	N-Galactosyl aziridines were synthesized via BF3 center dot OEt2 promoted addition of carbenes generated from diazocarbonyl compounds with O-pivaloylated beta-D-galactosylimines in good yields and high diastereoselectivity. The ring-opening reactions with p-toluenethiol of the aziridines provided enantiometrically pure beta-S-substituted phenylalanine derivatives in a highly regioselective manner.
语种	英语
WOS记录号	WOS:000336023400008
项目编号	21072017 ; 2012CB822100
资助机构	National Natural Science Foundation of China ; National Basic Research Program of China
引用统计	被引频次：5[WOS] [WOS记录] [WOS相关记录]
文献类型	期刊论文
条目标识符	http://ir.bjmu.edu.cn/handle/400002259/52910
专题	北京大学药学院北京大学药学院_化学生物学系
作者单位	1.Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China 2.Peking Univ, Sch Pharmaceut Sci, Dept Biol Chem, Beijing 100191, Peoples R China
推荐引用方式 GB/T 7714	Zhao, Yizhou,Wang, Gang,Zhou, Shanshan,et al. Diastereoselective formation of aziridines from diazocarbonyl compounds and N-(O-pivaloylated D-galactosyl) benzylideneamines and ring-opening reactions with p-toluenethiol[J]. ORGANIC & BIOMOLECULAR CHEMISTRY,2014,12(21):3362-3365.
APA	Zhao, Yizhou,Wang, Gang,Zhou, Shanshan,Li, Zhongjun,&Meng, Xiangbao.(2014).Diastereoselective formation of aziridines from diazocarbonyl compounds and N-(O-pivaloylated D-galactosyl) benzylideneamines and ring-opening reactions with p-toluenethiol.ORGANIC & BIOMOLECULAR CHEMISTRY,12(21),3362-3365.
MLA	Zhao, Yizhou,et al."Diastereoselective formation of aziridines from diazocarbonyl compounds and N-(O-pivaloylated D-galactosyl) benzylideneamines and ring-opening reactions with p-toluenethiol".ORGANIC & BIOMOLECULAR CHEMISTRY 12.21(2014):3362-3365.