Proline-promoted dehydroxylation of α-ketols

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

doi:10.1039/c9sc02543j

Proline-promoted dehydroxylation of α-ketols

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

^*Corresponding author for this work

School of Pharmacy

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

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.

Original language	English
Pages (from-to)	9345-9350
Number of pages	6
Journal	Chemical Science
Volume	10
Issue number	40
DOIs	https://doi.org/10.1039/c9sc02543j
State	Published - 2019

Bibliographical note

Funding Information:
This project was nancially supported by Yissum Research Development Company of the Hebrew University of Jerusalem. We thank Dr Aviva Friedman-Ezra for NMR assistance.

Publisher Copyright:
This journal is © The Royal Society of Chemistry.

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10.1039/c9sc02543j

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Proline-promoted dehydroxylation of α-ketols

Abstract

Bibliographical note

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