Stereoselective Michael Additions of Arylacetic Acid Derivatives by Asymmetric Organocatalysis

Byungjun Kim, Yongjae Kim, Sarah Yunmi Lee

Research output: Contribution to journalArticlepeer-review


Because of the versatility of chiral 1,5-dicarbonyl structural motifs, the development of stereoselective Michael additions of arylacetic acid derivatives to electron-deficient alkenes is an important challenge. Over recent decades, an array of enantio- and diastereoselective methods of this type have been developed through the use of chiral organocatalysts. In this article, three distinct strategies in this research area are highlighted. Catalytic generation of either a chiral iminium electrophile (iminium catalysis) or a chiral enolate nucleophile (Lewis base catalysis) has allowed the efficient construction of stereogenic C–C bonds. We also introduce a synergistic catalytic approach involving the merger of these two catalytic cycles that provides selective access to all four stereoisomers of products with vicinal stereocenters.

Original languageEnglish
Pages (from-to)609-616
Number of pages8
Issue number7
Publication statusPublished - 2022 Apr 22

Bibliographical note

Funding Information:
This work was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Science, ICT & Future Planning (2021R1A2C4001752).Naional ReearchFoundationofKoea2021R1A2C4001752)

Publisher Copyright:
© 2022. Thieme. All rights reserved.

All Science Journal Classification (ASJC) codes

  • Organic Chemistry


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