Development of ProPhenol/Ti(IV) Catalyst for Asymmetric Hydroxylative Dearomatization of Naphthols

By development of ProPhenol/Ti­(IV) catalysts, a catalytic enantioselective hydroxylative dearomatization of naphthols is achieved by using TBHP as a simple oxidative reagent. The side coordinative chain equipped on the C1-position of β-naphthols plays an important role for initiating this asymmetri...

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Published inOrganic letters Vol. 25; no. 5; pp. 867 - 871
Main Authors Bai, Lutao, Wang, Linqing, Zhu, Haiyong, Pang, Shiming, Li, Shixin, Lv, Jiaming, Zhang, Hailong, Yang, Dongxu
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 10.02.2023
Amer Chemical Soc
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Summary:By development of ProPhenol/Ti­(IV) catalysts, a catalytic enantioselective hydroxylative dearomatization of naphthols is achieved by using TBHP as a simple oxidative reagent. The side coordinative chain equipped on the C1-position of β-naphthols plays an important role for initiating this asymmetric hydroxylative reaction, which might be a result of the proper cocoordination effects to the titanium center in the catalyst. A reasonable catalytic cycle is proposed, the catalytic system is applied to a reasonable range of this type of phenolic compound, and related concise transformations are carried out.
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content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c00077