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Chiral Phosphine-Free Pd-Mediated Asymmetric Allylation of Prochiral Enolate with a Chiral Phase-Transfer Catalyst
Abstract
[reaction: see text]. A chiral phase-transfer catalyst has been applied to the asymmetric allylation of the tert-butyl glycinate-benzophenone Schiff base with various allylic acetates for the first time to give the allylated products in good yields and with comparable to higher enantioselectivity than for asymmetric alkylation at the same temperature (91-96% ee) without any chiral ligands for coordinating to the palladium.
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Citations
Cited by
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Allen, A. E., & MacMillan, D. W. C. (2012) · Chemical Science · doi:10.1039/c2sc00907b · Cited by 1,201
Enantioselective Amino Acid Synthesis by Chiral Phase-Transfer Catalysis
Maruoka, K., & Ooi, T. (2003) · Chemical Reviews · doi:10.1021/cr020020e · Cited by 834
When Organocatalysis Meets Transition‐Metal Catalysis
Zhong, C., & Shi, X. (2010) · European Journal of Organic Chemistry · doi:10.1002/ejoc.201000004 · Cited by 607
Polyvinyl Chloride‐Derived Carbon Spheres for CO2 Adsorption
Wang, J., Wang, F., Duan, H., Li, Y., Xu, J., Huang, Y., Liu, B., & Zhang, T. (2020) · ChemSusChem · doi:10.1002/cssc.202002230 · Cited by 58
Metadata
- Authors
- Nakoji, M., Kanayama, T., Okino, T., & Takemoto, Y.
- Venue
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Published
- 2001-09-15
- Volume
- 3
- Issue
- 21
- Pages
- 3329-3331
- ISSN
- 1523-7052 (ISSN-L)
- 1523-7060
- OpenAlex
- W2058389339
- Cited by
- 233
- References
- 0
- FWCI
- 4.81
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Chiral Phosphine-Free Pd-Mediated Asymmetric Allylation of Prochiral Enolate with a Chiral Phase-Transfer Catalyst. https://app.cochat.ai/papers/10.1021/ol016567h
- The paper
- Nakoji, M., Kanayama, T., Okino, T., & Takemoto, Y. (2001). Chiral Phosphine-Free Pd-Mediated Asymmetric Allylation of Prochiral Enolate with a Chiral Phase-Transfer Catalyst. Organic Letters. https://doi.org/10.1021/ol016567h
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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.
