Synthetic Study of Selective Benzylic Oxidation

Oxidation of bisbenzyl ethers was studied using 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ). Compared to other benzylic oxidations such as Kornblum type reaction of benzyl bromides or MnO2 oxidation of benzyl alcohols, DDQ oxidation offered advantages of being mild and highly selective to provide monoaldehyde products. We have explored factors which influence the course of the reaction and exemplified the synthetic value of the approach by preparing a number of aromatic intermediates (7−8, 15−25).

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PID https://www.doi.org/10.1021/jo962172d.s002
PID https://www.doi.org/10.1021/jo962172d
PID https://www.doi.org/10.1021/jo962172d.s003
PID https://www.doi.org/10.1021/jo962172d.s004
URL https://pubs.acs.org/doi/10.1021/jo962172d
URL https://figshare.com/articles/journal_contribution/Synthetic_Study_of_Selective_Benzylic_Oxidation/3705177
URL https://figshare.com/articles/journal_contribution/Synthetic_Study_of_Selective_Benzylic_Oxidation/3705171
URL https://pubs.acs.org/doi/pdf/10.1021/jo962172d
URL https://figshare.com/articles/journal_contribution/Synthetic_Study_of_Selective_Benzylic_Oxidation/3705183
URL http://dx.doi.org/10.1021/jo962172d
URL https://academic.microsoft.com/#/detail/2014744766
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Access Right Open Access
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Author Wang, Wuyi
Author Li, Tiechao
Author Attardo, Giorgio
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Collected From figshare; Crossref; Microsoft Academic Graph
Hosted By figshare; The Journal of Organic Chemistry
Publication Date 2016-08-19
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Language English
Resource Type Other literature type; Article
system:type publication
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Source https://science-innovation-policy.openaire.eu/search/publication?articleId=dedup_wf_001::929253163710dec91064ce0ee6d3ed65
Author jsonws_user
Last Updated 27 December 2020, 00:12 (CET)
Created 27 December 2020, 00:12 (CET)