Synfacts 2020; 16(03): 0289
DOI: 10.1055/s-0039-1690348
Metals in Synthesis
© Georg Thieme Verlag Stuttgart · New York

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
Further Information

Publication History

Publication Date:
18 February 2020 (online)

 

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.


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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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