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Cobalt-catalyzed acylation-reactions of (hetero)arylzinc pivalates with thiopyridyl ester derivatives.

ABSTRACT: A cobalt-catalyzed acylation reaction of various primary, secondary and tertiary alkyl, benzyl and (hetero)aryl S-pyridyl thioesters with (hetero)arylzinc pivalates is reported. The thioesters were prepared directly from the corresponding carboxylic acids under mild conditions, thus tolerating sensitive functional groups. Acylations of α-chiral S-pyridyl esters proceeded with very high stereoretention leading to optically enriched α-chiral ketones.

SUBMITTER: Lutter FH 

PROVIDER: S-EPMC6788507 | biostudies-other | 2019 Sep

REPOSITORIES: biostudies-other

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Cobalt-catalyzed acylation-reactions of (hetero)arylzinc pivalates with thiopyridyl ester derivatives.

Lutter Ferdinand H FH   Grokenberger Lucie L   Hofmayer Maximilian S MS   Knochel Paul P  

Chemical science 20190711 35

A cobalt-catalyzed acylation reaction of various primary, secondary and tertiary alkyl, benzyl and (hetero)aryl <i>S</i>-pyridyl thioesters with (hetero)arylzinc pivalates is reported. The thioesters were prepared directly from the corresponding carboxylic acids under mild conditions, thus tolerating sensitive functional groups. Acylations of α-chiral <i>S</i>-pyridyl esters proceeded with very high stereoretention leading to optically enriched α-chiral ketones. ...[more]