Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/90209
Title: The first intermolecular interrupted imino-Nazarov reaction: expeditious access to carbocyclic nucleoside analogues
Authors: William, Ronny
Leng, Wei Lin
Wang, Siming
Liu, Xue-Wei
Keywords: Carbocyclic Nucleosides
Nazarov Reaction
DRNTU::Science::Physics
Issue Date: 2016
Source: William, R., Leng, W. L., Wang, S., & Liu, X.-W. (2016). The first intermolecular interrupted imino-Nazarov reaction: expeditious access to carbocyclic nucleoside analogues. Chemical Science, 7(2), 1100-1103. doi:10.1039/C5SC03559G
Series/Report no.: Chemical Science
Abstract: The analogous imino-variant of the Nazarov reaction suffers from unfavorable energetics associated with the ring closure process, thereby limiting the utility of this class of reactions. In this report, the realization of the first intermolecular interrupted imino-Nazarov reaction utilizing silylated pyrimidine derivatives as nucleophilic trapping partners culminated in an expedient synthetic route to carbocyclic nucleoside analogues. The potential application of silylated nucleobases to intercept the oxyallyl cation in other variants of the Nazarov reaction provides vast opportunities to develop new strategies for the formation of carbocyclic nucleoside analogues.
URI: https://hdl.handle.net/10356/90209
http://hdl.handle.net/10220/47208
ISSN: 2041-6520
DOI: http://dx.doi.org/10.1039/C5SC03559G
Rights: © 2016 The Author(s) (published by Royal Society of Chemistry). This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Journal Articles

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