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

School of Pharmacy

The Hebrew University of Jerusalem

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

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

All Science Journal Classification (ASJC) codes

General Chemistry

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10.1039/c9sc02543j

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title = "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.",

author = "Yelena Mostinski and David Lankri and Yana Konovalov and Riva Nataf and Dmitry Tsvelikhovsky",

note = "Publisher Copyright: This journal is {\textcopyright} The Royal Society of Chemistry.",

year = "2019",

doi = "10.1039/c9sc02543j",

language = "الإنجليزيّة",

volume = "10",

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journal = "Chemical Science",

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publisher = "Royal Society of Chemistry",

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T1 - Proline-promoted dehydroxylation of α-ketols

AU - Mostinski, Yelena

AU - Lankri, David

AU - Konovalov, Yana

AU - Nataf, Riva

AU - Tsvelikhovsky, Dmitry

PY - 2019

Y1 - 2019

N2 - 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.

AB - 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.

UR - http://www.scopus.com/inward/record.url?scp=85073552892&partnerID=8YFLogxK

U2 - 10.1039/c9sc02543j

DO - 10.1039/c9sc02543j

M3 - مقالة

SN - 2041-6520

VL - 10

SP - 9345

EP - 9350

JO - Chemical Science

JF - Chemical Science

IS - 40

ER -

Proline-promoted dehydroxylation of α-ketols

Abstract

All Science Journal Classification (ASJC) codes

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