Volume 134, Issue 46 e202210560
Zuschrift

Nickel-Hydride-Catalyzed Diastereo- and Enantioselective Hydroalkylation of Cyclopropenes

Qingqin Huang

Qingqin Huang

Joint School of National University of Singapore and Tianjin University, International Campus of Tianjin University, Binhai New City, Fuzhou, Fujian, 350207 China

Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543 Singapore, Singapore

These authors contributed equally to this work.

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Ya Chen

Ya Chen

Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543 Singapore, Singapore

These authors contributed equally to this work.

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Xueting Zhou

Xueting Zhou

Joint School of National University of Singapore and Tianjin University, International Campus of Tianjin University, Binhai New City, Fuzhou, Fujian, 350207 China

Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543 Singapore, Singapore

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Lei Dai

Lei Dai

Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543 Singapore, Singapore

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Yixin Lu

Corresponding Author

Yixin Lu

Joint School of National University of Singapore and Tianjin University, International Campus of Tianjin University, Binhai New City, Fuzhou, Fujian, 350207 China

Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543 Singapore, Singapore

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First published: 19 September 2022
Citations: 4

Abstract

Cyclopropanes are structural motifs that are widely present in natural products and bioactive molecules, and they are also tremendously useful building blocks in synthetic organic chemistry. Asymmetric synthesis of cyclopropane derivatives has been an intensively researched area over the years, but efficient asymmetric preparation of alkylcyclopropane scaffolds remains a challenging topic. Herein, we report a nickel-hydride-catalyzed enantioselective and diastereoselective hydroalkylation of cyclopropenes for facile synthesis of chiral alkylcyclopropane motifs. The reported method is efficient and versatile, taking place under mild reaction conditions, and having broad applicability and excellent functional group tolerance.

Data Availability Statement

The data that support the findings of this study are available in the Supporting Information of this article.

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