Proline-promoted dehydroxylation of α-ketols

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

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

2 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 languageAmerican English
Pages (from-to)9345-9350
Number of pages6
JournalChemical Science
Volume10
Issue number40
DOIs
StatePublished - 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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