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Palladium-Catalyzed Enantioselective Decarboxylative Allylic Alkylation of Protected Benzoin-Derived Enol Carbonates. | LitMetric

Palladium-Catalyzed Enantioselective Decarboxylative Allylic Alkylation of Protected Benzoin-Derived Enol Carbonates.

Adv Synth Catal

Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, United States.

Published: January 2020

AI Article Synopsis

  • The study presents a method for creating tetrasubstituted benzoin derivatives using palladium-catalyzed decarboxylative allylic alkylation of specific enol carbonates.
  • It highlights the necessity of preparing the starting material as a single enolate isomer to achieve the best enantioselectivity in the reaction.
  • The products formed have multiple reactive sites, offering opportunities for further synthesis of complex stereochemically rich compounds.

Article Abstract

The enantioselective palladium-catalyzed decarboxylative allylic alkylation of fully substituted α-hydroxy acyclic enol carbonates providing tetrasubstituted benzoin derivatives is reported. Investigation into the transformation revealed that preparation of the starting material as a single enolate isomer is crucial for optimal enantioselectivity. The obtained alkylation products contain multiple reactive sites that can be utilized toward the synthesis of stereochemically rich derivatives. COMMUNICATION.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7942817PMC
http://dx.doi.org/10.1002/adsc.201901281DOI Listing

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