Recent advances in carbon–carbon bond-forming reactions involving homoenolates generated by NHC catalysis
Council of Scientific and Industrial Research · Institute of Minerals and Materials Technology · +3 more institutions
Abstract
Homoenolate, a species containing anionic carbon beta to a carbonyl group or a moiety that can be transformed into a carbonyl group, is a potential three carbon synthon. Recent introduction of a protocol for the generation of homoenolate directly from enals by NHC (nucleophilic heterocyclic carbene) catalysis has made it possible to explore the synthetic utility of this unique reactive intermediate. The versatility of NHC-bound homoenolate is illustrated by its annulation with various carbonyl compounds leading to gamma-butyrolactones, spiro-gamma-butyrolactones, and delta-lactones. Interception of homoenolate with imines afforded gamma-lactams and bicyclic beta-lactams. Formation of cyclopentenes and…
Citation impact
- FWCI
- 26.26
- Percentile
- 100%
- References
- 49
Authors
3- VNVijay NairCorresponding
Council of Scientific and Industrial Research, Institute of Minerals and Materials Technology, North East Institute of Science and Technology, National Institute for Interdisciplinary Science and Technology, Advanced Materials and Processes Research Institute
- SVSreekumar Vellalath
Advanced Materials and Processes Research Institute, Institute of Minerals and Materials Technology, National Institute for Interdisciplinary Science and Technology, North East Institute of Science and Technology, Council of Scientific and Industrial Research
- BPBeneesh P. Babu
Advanced Materials and Processes Research Institute, Institute of Minerals and Materials Technology, National Institute for Interdisciplinary Science and Technology, North East Institute of Science and Technology, Council of Scientific and Industrial Research
Topics & keywords
- Synthon
- Annulation
- Carbene
- Chemistry
- Moiety
- Nucleophile
- Catalysis
- Carbon fibers