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轴手性氨基磺酰胺催化的醛与乙醛酸衍生物的 syn-选择性不对称交叉羟醛反应。

syn-Selective asymmetric cross-aldol reactions between aldehydes and glyoxylic acid derivatives catalyzed by an axially chiral amino sulfonamide.

机构信息

Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan.

出版信息

Chem Commun (Camb). 2011 Oct 14;47(38):10626-8. doi: 10.1039/c1cc14347f. Epub 2011 Sep 5.

Abstract

syn-Selective asymmetric cross-aldol reactions of aldehydes with tert-butyl glyoxylate and glyoxamide were realized by the use of an axially chiral amino sulfonamide (S)-1. The cross-aldol products obtained are densely functionalized and readily converted to synthetically useful and important chiral building blocks such as γ-lactone and γ-lactam.

摘要

通过使用轴手性氨基磺酰胺 (S)-1,实现了醛与叔丁基乙二醛和乙二酰胺的 syn-选择性不对称交叉-羟醛反应。得到的交叉-羟醛产物具有密集的官能团,并且易于转化为合成有用和重要的手性砌块,如γ-内酯和γ-内酰胺。

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