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The first highly enantioselective alkynylation of chloral: A practical and efficient pathway to chiral trichloromethyl propargyl alcohols
Alternative Title端炔烃对三氯乙醛的高对映选择性炔化方法:手性三氯甲基炔丙醇化合物的实用、有效制备方法
Jiang B(姜标); Si YG(司玉贵)
2004
Source PublicationAdv. Synth. Catal.
ISSN1615-4150
Volume346Issue:6Pages:669-674
AbstractA new, inexpensive chiral amino alcohol-based ligand, (1S,2S)-2-N,N-dimethylamino-1-(4-nitrophenyl)-3-(tert-butyloxy)propan-1- ol, was developed for the asymmetric alkynylation of chloral in high yield with up to 98% ee. The resulting chiral adduct (S)-1-trichloromethyl-3-phenyl-2-propyn-1-ol was hydrogenated over 10% Pd/C to give the useful intermediate chiral trichloromethyl carbinol in quantitative yield, which was efficiently transformed into the pharmaceutically important building blocks 2-hydroxy-4-phenylbutanoate and homophenylalanine in high yield with excellent enantiomeric excess.
Subject Area氟化学
Department中国科学院上海有机化学研究所金属有机化学实验室
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Indexed BySCI
Language英语
WOS IDWOS:000222129300013
Citation statistics
Cited Times:33[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.sioc.ac.cn/handle/331003/20195
Collection中科院天然产物有机化学重点实验室
Corresponding AuthorJiang B(姜标)
Recommended Citation
GB/T 7714
Jiang B,Si YG. The first highly enantioselective alkynylation of chloral: A practical and efficient pathway to chiral trichloromethyl propargyl alcohols[J]. Adv. Synth. Catal.,2004,346(6):669-674.
APA 姜标,&司玉贵.(2004).The first highly enantioselective alkynylation of chloral: A practical and efficient pathway to chiral trichloromethyl propargyl alcohols.Adv. Synth. Catal.,346(6),669-674.
MLA 姜标,et al."The first highly enantioselective alkynylation of chloral: A practical and efficient pathway to chiral trichloromethyl propargyl alcohols".Adv. Synth. Catal. 346.6(2004):669-674.
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