Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 144, Issue 16, Pages 7015-7029Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.1c13482
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Funding
- Swiss National Science Foundation [200021_181977]
- Swiss National Science Foundation (SNF) [200021_181977] Funding Source: Swiss National Science Foundation (SNF)
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This article summarizes the importance of compounds rich in sp(3)-hybridized carbons in drug discovery, and introduces the nickel-catalyzed hydrocarbonation of alkenes as a potentially efficient method to synthesize these compounds. The article focuses on enantioselective reactions and provides a critical discussion of the state and challenges of the field.
Compounds rich in sp(3)-hybridized carbons are desirable in drug discovery. Nickel-catalyzed hydrocarbonation of alkenes is a potentially efficient method to synthesize these compounds. By using abundant, readily available, and stable alkenes as pro-nucleophiles, these reactions can have broad scope and high functional group tolerance. However, this methodology is still in an early stage of development, as the first efficient examples were reported only in 2016. Herein, we summarize the progress of this emerging field, with an emphasis on enantioselective reactions. We highlight major developments, critically discuss a wide range of possible mechanisms, and offer our perspective of the state and challenges of the field. We hope this Perspective will stimulate future works in this area, making the methodology widely applicable in organic synthesis.
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