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酯衍生的烯醇钛醛醇缩合反应:螯合控制的非对映选择性合成β-羟醛。

Ester derived titanium enolate aldol reaction: chelation controlled diastereoselective synthesis of -aldols.

作者信息

Ghosh Arun K, Kim Jae-Hun

机构信息

Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, IL 60607, USA.

出版信息

Tetrahedron Lett. 2001 Feb 12;42(7):1227-1231. doi: 10.1016/S0040-4039(00)02227-9. Epub 2001 Feb 28.

DOI:10.1016/S0040-4039(00)02227-9
PMID:31303686
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6625521/
Abstract

A chelation controlled and highly diastereoselective synthesis of -aldols is described. Aldol reaction of commercially available L-phenylalaninol derived esters with a variety of bidentate oxyaldehydes proceeded with excellent -diastereoselectivities and isolated yields.

摘要

描述了一种螯合控制且高度非对映选择性合成β-羟醛的方法。市售L-苯丙氨醇衍生的酯与多种双齿氧醛的羟醛反应以优异的β-非对映选择性和分离产率进行。

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本文引用的文献

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ESTER DERIVED TITANIUM ENOLATE ALDOL REACTION: HIGHLY DIASTEREOSELECTIVE SYNTHESIS OF SYN- AND ANTI-ALDOLS.酯衍生的烯醇钛醛醇缩合反应:顺式和反式醛醇的高非对映选择性合成
Tetrahedron Lett. 1997 Oct 13;38(41):7171-7174. doi: 10.1016/S0040-4039(97)01765-6.
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Synthesis of Enantiomerically Pure Anti-Aldols: A Highly Stereoselective Ester-Derived Titanium Enolate Aldol Reaction.对映体纯的反式醛醇缩合物的合成:一种高度立体选择性的酯衍生钛烯醇盐醛醇缩合反应。
J Am Chem Soc. 1996 Mar 13;118(10):2527-2528. doi: 10.1021/ja9539148.
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Highly Enantioselective Aldol Reaction: Development of a New Chiral Auxiliary from -1-Amino-2-hydroxyindan.高度对映选择性羟醛反应:基于-1-氨基-2-羟基茚开发新型手性助剂
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