Non-Classical C–H···X Hydrogen Bonding and Its Role in Asymmetric Organocatalysis
KAUST DepartmentChemical Science Program
Homogeneous Catalysis Laboratory (HCL)
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Permanent link to this recordhttp://hdl.handle.net/10754/622438
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AbstractNon-classical hydrogen bonds (NCHBs) have attracted significant interest in the past decade particularly because of their important role in asymmetric catalytic systems. These weak interactions (< 4 kcal/mol) offer much flexibility in the preorganization of molecular entities required to achieve high enantioselectivity. Herein, we review some recent important organocatalytic asymmetric reactions where a NCHB serves as a critical factor in determining the stereoselectivity.
2 Hydrogen Bonds (HBs) and Non-Classical Hydrogen Bonds (NCHBs)
3 Early Developments in NCHBs
4 Selected Examples of NCHBs in Organic Transformations
5 Recent Examples of NCHBs in Enantioselective Reactions
6 Conclusions and Outlook
CitationHuang K-W, Ajitha M (2016) Non-Classical C–H···X Hydrogen Bonding and Its Role in Asymmetric Organocatalysis. Synthesis 48: 3449–3458. Available: http://dx.doi.org/10.1055/s-0035-1562475.
SponsorsThis work is supported by King Abdullah University of Science and Technology (KAUST).
PublisherGeorg Thieme Verlag KG