Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 61, Issue 46, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202210560
Keywords
Cyclopropanes; Cyclopropenes; Hydroalkylation; Nickel-Hydride
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Funding
- Singapore National Research Foundation, Prime Minister's Office for the NRF Investigatorship Award [A-0004067-00-02]
- Ministry of Education of Singapore [A-0008481-00-00]
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In this study, a highly efficient nickel-hydride-catalyzed reaction for the asymmetric synthesis of alkylcyclopropane scaffolds is reported. The method exhibits mild reaction conditions, broad applicability, and excellent functional group tolerance.
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.
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