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Synthetic enzymes. Part 2. Catalytic asymmetric epoxidation by means of polyamino-acids in a triphase system
Abstract
The asymmetric epoxidation of several chalcones and other electron-poor olefins, in the presence of catalytic amounts of poly-(S)-amino-acids in a triphase system with optical yields of up to 96% is described. The influence of the molecular structure of the catalysts and substrates, the solvent, and the temperature on the stereochemistry is discussed.
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Citations
Cited by
Asymmetric Heterogeneous Catalysis
Heitbaum, M., Glorius, F., & Escher, I. (2006) · Angewandte Chemie International Edition · doi:10.1002/anie.200504212 · Cited by 675
Organocatalytic Asymmetric Epoxidation and Aziridination of Olefins and Their Synthetic Applications
Zhu, Y., Wang, Q., Cornwall, R. G., & Shi, Y. (2014) · Chemical Reviews · doi:10.1021/cr500064w · Cited by 512
Polyamino acids as catalysts in asymmetric synthesis
Porter, M. J., Roberts, S. M., & Skidmore, J. (1999) · Bioorganic & Medicinal Chemistry · doi:10.1016/s0968-0896(99)00144-3 · Cited by 86
Polyamino acids as synthetic enzymes: mechanism, applications and relevance to prebiotic catalysis
Carrea, G., Colonna, S., Kelly, D. R., Lazcano, A., Ottolina, G., & Roberts, S. M. (2005) · Trends in Biotechnology · doi:10.1016/j.tibtech.2005.07.010 · Cited by 50
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Metadata
- Authors
- Juliá, S., Guixer, J., Masana, J., Rocas, J., Colonna, S., Annuziata, R., & Molinari, H.
- Venue
- J. Chem. Soc., Perkin Trans. 1
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 1982
- Issue
- 0
- Pages
- 1317-1324
- ISSN
- 1364-5463 (ISSN-L)
- 0300-922X
- OpenAlex
- W1988237640
- Cited by
- 225
- References
- 0
- FWCI
- 7.28
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Synthetic enzymes. Part 2. Catalytic asymmetric epoxidation by means of polyamino-acids in a triphase system. https://app.cochat.ai/papers/10.1039/p19820001317
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- Juliá, S., Guixer, J., Masana, J., Rocas, J., Colonna, S., Annuziata, R., & Molinari, H. (1982). Synthetic enzymes. Part 2. Catalytic asymmetric epoxidation by means of polyamino-acids in a triphase system. J. Chem. Soc., Perkin Trans. 1. https://doi.org/10.1039/p19820001317
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
