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Proline-promoted dehydroxylation of ?-ketols.


ABSTRACT: A new single-step proline-potassium acetate promoted reductive dehydroxylation of ?-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.

SUBMITTER: Mostinski Y 

PROVIDER: S-EPMC7006627 | biostudies-literature | 2019 Oct

REPOSITORIES: biostudies-literature

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Proline-promoted dehydroxylation of α-ketols.

Mostinski Yelena Y   Lankri David D   Konovalov Yana Y   Nataf Riva R   Tsvelikhovsky Dmitry D  

Chemical science 20190819 40


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. ...[more]

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