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Traversing Steric Limitations by Cooperative Lewis Base/Palladium Catalysis: An Enantioselective Synthesis of ?-Branched Esters Using 2-Substituted Allyl Electrophiles.

ABSTRACT: Cooperative catalysis enables the direct enantioselective ?-allylation of linear prochiral esters with 2-substituted allyl electrophiles. Critical to the successful development of the method was the recognition that metal-centered reactivity and the source of enantiocontrol are independent. This feature is unique to simultaneous catalysis events and permits logical tuning of the supporting ligands without compromising enantioselectivity.

SUBMITTER: Schwarz KJ 

PROVIDER: S-EPMC6038818 | biostudies-literature | 2018 Jun

REPOSITORIES: biostudies-literature

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Traversing Steric Limitations by Cooperative Lewis Base/Palladium Catalysis: An Enantioselective Synthesis of α-Branched Esters Using 2-Substituted Allyl Electrophiles.

Schwarz Kevin J KJ   Pearson Colin M CM   Cintron-Rosado Gabriel A GA   Liu Peng P   Snaddon Thomas N TN  

Angewandte Chemie (International ed. in English) 20180518 26

Cooperative catalysis enables the direct enantioselective α-allylation of linear prochiral esters with 2-substituted allyl electrophiles. Critical to the successful development of the method was the recognition that metal-centered reactivity and the source of enantiocontrol are independent. This feature is unique to simultaneous catalysis events and permits logical tuning of the supporting ligands without compromising enantioselectivity. ...[more]

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