Abstract
An application of various oximes as nucleophiles in the asymmetric ring-opening (ARO) reaction of aza/oxabicyclic alkenes resulting in cis-ARO products has been developed. The reaction was co-catalyzed by Pd(OAc)2 and Zn(OTf)2 with (R)-DIFLUORPHOS as the chiral ligand. This methodology exhibits broad substrate scope, functional group tolerance with high enantioselectivity. A synthetic application of this method has been demonstrated.
Original language | English |
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Pages (from-to) | 97-102 |
Number of pages | 6 |
Journal | Asian Journal of Organic Chemistry |
Volume | 8 |
Issue number | 1 |
DOIs | |
Publication status | Published - Jan 2019 |
Externally published | Yes |
Keywords
- asymmetric catalysis
- asymmetric synthesis
- norbornadienes
- oximes
- ring-opening reactions
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Shen, G., Khan, R., Yang, F., Yang, Y., Pu, D., Gao, Y., Zhan, Y., Luo, Y., & Fan, B. (2019). Pd/Zn Co-catalyzed Asymmetric Ring-Opening Reactions of Aza/Oxabicyclic Alkenes with Oximes. Asian Journal of Organic Chemistry, 8(1), 97-102. https://doi.org/10.1002/ajoc.201800569