Palladium-Catalyzed Dicarbonylation of 1,3-Dienes for the Synthesis of Adipic Acid Esters

Mark Lautens; Rachel Ross

doi:10.1055/s-0039-1690348

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Synfacts 2020; 16(03): 0289
DOI: 10.1055/s-0039-1690348

Metals in Synthesis

Palladium-Catalyzed Dicarbonylation of 1,3-Dienes for the Synthesis of Adipic Acid Esters

Contributor(s):

Mark Lautens

,

Rachel Ross

Yang J, Liu J, Neumann H, Franke R, Jackstell R, Beller M. * University of Rostock, Germany
Direct Synthesis of Adipic Acid Esters via Palladium-Catalyzed Carbonylation of 1,3-Dienes.

Science 2019;
366: 1514-1517

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Further Information

Publication History

Publication Date:
18 February 2020 (online)

Abstract
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Key words

palladium catalysis - dienes - carbonylation

Significance

The authors describe a palladium-catalyzed dicarbonylation of 1,3-dienes using carbon monoxide. Various adipate diesters were produced in good to excellent yield with high selectivity.

Comment

The authors used kinetic experiments to support the proposed mechanism. Scaling up the reaction to over 200 g with a lower catalyst loading gave the product in excellent yield and selectivity.

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