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脯氨酸促进α-酮醇的脱羟基作用。

Proline-promoted dehydroxylation of α-ketols.

作者信息

Mostinski Yelena, Lankri David, Konovalov Yana, Nataf Riva, Tsvelikhovsky Dmitry

机构信息

The Institute for Drug Research , Faculty of Medicine , The Hebrew University of Jerusalem , Jerusalem 9112102 , Israel . Email:

出版信息

Chem Sci. 2019 Aug 19;10(40):9345-9350. doi: 10.1039/c9sc02543j. eCollection 2019 Oct 28.

Abstract

A new single-step proline-potassium acetate promoted reductive dehydroxylation of α-ketols is reported. We introduce the unexplored reactivity of proline and, for the first time, reveal its ability to function as a reducing agent. The developed metal-free and open-flask operation generally results in good yields. Our protocol allows the challenging selective dehydroxylation of hydroxyketones without affecting other functional groups.

摘要

报道了一种新的由脯氨酸-醋酸钾促进的α-酮醇单步还原脱羟基反应。我们引入了脯氨酸尚未被探索的反应活性,并且首次揭示了其作为还原剂的能力。所开发的无金属且开放式烧瓶操作通常能得到良好的产率。我们的方法能够实现羟基酮具有挑战性的选择性脱羟基反应,而不影响其他官能团。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/01c4/7006627/d3384253ea5b/c9sc02543j-f1.jpg

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