Issue 40, 2019

Proline-promoted dehydroxylation of α-ketols

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.

Graphical abstract: Proline-promoted dehydroxylation of α-ketols

Supplementary files

Article information

Article type
Edge Article
Submitted
24 May 2019
Accepted
17 Aug 2019
First published
19 Aug 2019
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2019,10, 9345-9350

Proline-promoted dehydroxylation of α-ketols

Y. Mostinski, D. Lankri, Y. Konovalov, R. Nataf and D. Tsvelikhovsky, Chem. Sci., 2019, 10, 9345 DOI: 10.1039/C9SC02543J

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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