Low ligand loading, highly enantioselective addition of phenylacetylene to aromatic ketones catalyzed by Schiff-base amino alcohols

被引：76

作者：

Chen, Chao

Hong, Liang

Xu, Zhao-Qing

Liu, Lei

Wang, Rui ^{[1
]}

机构：

[1] Lanzhou Univ, Sch Life Sci, Dept Biochem & Mol Biol, Lanzhou 730000, Peoples R China

[2] Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Gansu, Peoples R China

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 11期

关键词：

D O I：

10.1021/ol060526+

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Schiff-base amino alcohols 7a, b derived from (L)-phenylglycine through three simple steps are found to be highly effective for the enantioselective addition of phenylacetylene to aromatic ketones. When the loading of 7b was 1 mol %, an ee value of up to 95% was obtained. However, when 7b was lowered to 0.1 mol %, a high ee value of 85% was still achieved. A practical solution to synthesize the optically active tertiary propargylic alcohols was described.

引用

页码：2277 / 2280

页数：4

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