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An Increased Understanding of Enolate Additions under Mechanochemical Conditions.


ABSTRACT: Very little is known about enolate addition chemistry under solver-free mechanochemical conditions. In this report, we investigated the ability to selectively form products arising from the primary, secondary, and tertiary enolates under solvent-free conditions. Using potassium tert-butoxide as the base and primary, secondary, and tertiary electrophiles, we were able to generate various enolate addition products including, 1,3,3,3-tetraphenyl-2,2-dimethyl-1-propanone; a molecule we did not observe under traditional solution-based conditions.

SUBMITTER: Hopgood H 

PROVIDER: S-EPMC6154340 | biostudies-literature | 2017 Apr

REPOSITORIES: biostudies-literature

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An Increased Understanding of Enolate Additions under Mechanochemical Conditions.

Hopgood Heather H   Mack James J  

Molecules (Basel, Switzerland) 20170427 5


Very little is known about enolate addition chemistry under solver-free mechanochemical conditions. In this report, we investigated the ability to selectively form products arising from the primary, secondary, and tertiary enolates under solvent-free conditions. Using potassium <i>tert</i>-butoxide as the base and primary, secondary, and tertiary electrophiles, we were able to generate various enolate addition products including, 1,3,3,3-tetraphenyl-2,2-dimethyl-1-propanone; a molecule we did no  ...[more]

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