Catalytic asymmetric alkynylation and arylation of aldehydes by an H8-binaphthyl-based amino alcohol ligand

被引：40

作者：

Ruan, Jiwu ^{[1
,2
]}

Lu, Gui ^{[1
,2
]}

Xu, Lijing ^{[1
]}

Li, Yue-Ming ^{[1
]}

Chan, Albert S. C. ^{[1
]}

机构：

[1] Hong Kong Polytech Univ, Open Lab Chirotechnol, Inst Molecular Technology Drug Discovery & Synthe, Kowloon, Hong Kong, Peoples R China

[2] Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou, Guangdong, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2008年 / 350卷 / 01期

关键词：

alkynylation; amino alcohols; arylation; asymmetric catalysis; H-8-binaphthyl; nucleophilic addition;

D O I：

10.1002/adsc.200700215

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A novel chiral H-8-1,1'-binaphthyl-based amino alcohol ligand (1R(a),2S,3R)-2 has been synthesized and applied in the direct nucleophilic addition of organozincs (alkynylzinc and arylzinc prepared in situ) to aldehydes, yielding the corresponding optically active propargylic alcohols and diarylmethanols in high yields and good to excellent enantioselectivities. For the asymmetric arylation reaction, one catalyst (1R(a),2S,3R)-2 can afford both enantiomers of many pharmaceutically interesting diarylmethanols by a proper combination of various arylzinc reagents and aldehydes.

引用

页码：76 / 84

页数：9

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