Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/137927
Title: Sulfinate and carbene co-catalyzed Rauhut-Currier reaction for enantioselective access to azepino[1,2-a]indoles
Authors: Wu, Xingxing
Zhou, Liejin
Maiti, Rakesh
Mou, Chengli
Pan, Lutai
Chi, Robin Yonggui
Keywords: Science::Chemistry::Organic chemistry
Issue Date: 2018
Source: Wu, X., Zhou, L., Maiti, R., Mou, C., Pan, L., & Chi, R. Y. (2019). Sulfinate and carbene co-catalyzed Rauhut-Currier reaction for enantioselective access to azepino[1,2-a]indoles. Angewandte Chemie International Edition, 58(2), 477-481. doi:10.1002/anie.201810879
Journal: Angewandte Chemie International Edition 
Abstract: A carbene and sulfinate co-catalyzed intermolecular Rauhut-Currier reaction between enals and nitrovinyl indoles is disclosed. The carbene catalyst activates the enal and the sulfinate co-catalyst activates the nitrovinyl indole. Both activation processes are realized via the formation of covalent bonds between the catalysts and substrates to generate catalyst-bound intermediates. The dual catalytic reaction affords azepino[1,2-a]indole products with excellent stereoselectivity. Our study demonstrates the unique involvement of sulfinate as an effective nucleophilic catalyst in activating electron-deficient alkenes for asymmetric reactions. This dual catalytic approach should also encourage future explorations of both sulfinate and carbene catalysts for new reactions.
URI: https://hdl.handle.net/10356/137927
ISSN: 1433-7851
DOI: 10.1002/anie.201810879
Schools: School of Physical and Mathematical Sciences 
Rights: This is the peer reviewed version of the following article: Wu, X., Zhou, L., Maiti, R., Mou, C., Pan, L., & Chi, R. Y. (2019). Sulfinate and carbene co-catalyzed Rauhut-Currier reaction for enantioselective access to azepino[1,2-a]indoles. Angewandte Chemie International Edition, 58(2), 477-481, which has been published in final form at https://doi.org/10.1002/anie.201810879. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Journal Articles

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