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Catalytic stereodivergent allylic alkylation of 2-acylimidazoles for natural product synthesis.


ABSTRACT: The stereocontrolled allylic alkylation of carbonyl compounds with the goal of producing the full range of stereoisomers presents an effective approach for increasing the productivity of collective natural product synthesis and the creation of chiral molecule libraries for drug exploration. The simultaneous control of regio-, diastereo-, and enantioselectivity poses a significant synthetic challenge in contemporary organic synthesis. Herein, we describe a catalytic stereodivergent α-allylation protocol applicable to both aliphatic and aromatic 2-acylimidazoles, thereby providing a practical blueprint for the divergent synthesis of important chiral building blocks. Each of the six isomeric α-allylated compounds can be readily obtained with remarkable yields and exceptional stereoselectiviti

SUBMITTER: Lu R 

PROVIDER: S-EPMC10709448 | biostudies-literature | 2023 Dec

REPOSITORIES: biostudies-literature