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. 2021 Apr 16;86(8):5452-5462.
doi: 10.1021/acs.joc.0c02895. Epub 2021 Apr 6.

Decarboxylative Mannich Reactions with Substituted Malonic Acid Half-Oxyesters

Tania Xavier  1 , Sylvie Condon  1 , Christophe Pichon  1 , Erwan Le Gall  1 , Marc Presset  1
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Decarboxylative Mannich Reactions with Substituted Malonic Acid Half-Oxyesters

Tania Xavier et al. J Org Chem. .

Abstract

The decarboxylative Mannich reaction between imines and substituted malonic acids half-oxyesters (SMAHOs) has been developed using 1,4-diazabicyclo[2.2.2]octane (DABCO) as an organocatalyst. The reaction proceeds under simple reaction conditions and tolerates a broad range of substrates, affording general access to β2,3-aminoesters, the syn diastereomer being the major one. An alternative multicomponent protocol has also been developed to increase the overall eco-compatibility of the process.

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