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使用一种可得的脯氨醇配体实现与醛和酮的高催化对映选择性Reformatsky反应。

Highly Catalytic Enantioselective Reformatsky Reaction with Aldehydes and Ketones Using an Available Prolinol Ligand.

作者信息

Ouyang Lu, Xia YanPing, Wei YiFei, Liao Jianhua, Luo Renshi

机构信息

School of Pharmaceutical Sciences, Gannan Medical University, Ganzhou 341000, Jiangxi Province, P. R. China.

School of Pharmacy, University of Wisconsin-Madison, Madison, Wisconsin 53705, United States.

出版信息

ACS Omega. 2020 Jun 26;5(27):16967-16975. doi: 10.1021/acsomega.0c02400. eCollection 2020 Jul 14.

Abstract

A highly MeZn-mediated catalytic enantioselective Reformatsky reaction of aldehydes and ketones with ethyl iodoacetate using a readily available prolinol ligand is reported. This reaction provides an efficient method for the construction of β-hydroxy esters in up to 98% yield and 95% enantiomeric excess (ee) value. A wide range of functional groups are tolerated and the practicality of this protocol is demonstrated by performing the reaction on a gram scale.

摘要

报道了一种使用易于获得的脯氨醇配体,通过高度MeZn介导的醛和酮与碘乙酸乙酯的催化对映选择性Reformatsky反应。该反应为构建β-羟基酯提供了一种高效方法,产率高达98%,对映体过量值(ee)达95%。该反应能耐受多种官能团,并且通过克级规模的反应证明了该方法的实用性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ce6b/7366354/dec90601f753/ao0c02400_0001.jpg

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