Journal
CHEMICAL REVIEWS
Volume 118, Issue 7, Pages 3887-3964Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.chemrev.7b00778
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Funding
- National Natural Science Foundation of China [21761132021]
- National Institute of Health [R35 GM118190]
- IKERBASQUE
- Basque Foundation for Science
- JSPS KAKENHI in the Middle Molecular Strategy [JP16H01142]
- JSPS KAKENHI in Precisely Designed Catalysts with Customized Scaffolding [JP16H01017]
- Advanced Catalytic Transformation (ACT-C) from the JST
- Asahi Glass Foundation
- RIKEN
- JST
- JSPS
- Fundacao para a Ciencia e a Tecnologia [SFRH/BPD/100433/2014]
- Fundação para a Ciência e a Tecnologia [SFRH/BPD/100433/2014] Funding Source: FCT
- Grants-in-Aid for Scientific Research [16H01017, 16H01142] Funding Source: KAKEN
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New methods for preparation of tailor-made fluorine-containing compounds are in extremely high demand in nearly every sector of chemical industry. The asymmetric construction of quaternary C-F stereogenic centers is the most synthetically challenging and, consequently, the least developed area of research. As a reflection of this apparent methodological deficit, pharmaceutical drugs featuring C-F stereogenic centers constitute less than 1% of all fluorine-containing medicines currently on the market or in clinical development. Here we provide a comprehensive review of current research activity in this area, including such general directions as asymmetric electrophilic fluorination via organocatalytic and transition-metal catalyzed reactions, asymmetric elaboration of fluorine-containing substrates via alkylations, Mannich, Michael, and aldol additions, cross-coupling reactions, and biocatalytic approaches.
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