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

ABSTRACT: The enantioselective palladium-catalyzed decarboxylative allylic alkylation of fully substituted ?-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.

SUBMITTER: Lavernhe R

PROVIDER: S-EPMC7942817 | biostudies-literature | 2020 Jan

REPOSITORIES: biostudies-literature

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

Lavernhe Rémi R Alexy Eric J EJ Zhang Haiming H Stoltz Brian M BM

Advanced synthesis & catalysis 20191105 2

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. COMMU ...[more]

PMID: 33692657

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