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Gold-catalyzed dehydrogenative cycloisomerization of 1,4-Enyne Esters to 3,5-Disubstituted Phenol derivatives
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Chen, Cuili, Chen, Xianxiao, Zhang, Xiaoxiang, Wang, Shifa, Rao, Weidong and Chan, Philip Wai Hong (2017) Gold-catalyzed dehydrogenative cycloisomerization of 1,4-Enyne Esters to 3,5-Disubstituted Phenol derivatives. Advanced Synthesis & Catalysis, 359 (24). pp. 4359-4368. doi:10.1002/adsc.201701068 ISSN 1615-4150.
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Official URL: http://doi.org/10.1002/adsc.201701068
Abstract
A method to prepare synthetically important 3,5-disubstituted phenol derivatives that relies on the sequential gold(I)-catalyzed dehydrogenative cycloisomerization of 1,4-enyne esters in the presence of 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) or N-fluorobenzenesulfonimide (NFSI) is described. The synthetic versatility of the methodology was exemplified by a gram-scale reaction of one example, the ease to realize subsequent functional transformations of an adduct, and the application of the method to the synthesis of the bioactive molecule LUF5771.
Item Type: | Journal Article | ||||||||||||||||||||||||
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Subjects: | Q Science > QD Chemistry | ||||||||||||||||||||||||
Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | ||||||||||||||||||||||||
SWORD Depositor: | Library Publications Router | ||||||||||||||||||||||||
Library of Congress Subject Headings (LCSH): | Homogeneous catalysis, Esters, Phenol | ||||||||||||||||||||||||
Journal or Publication Title: | Advanced Synthesis & Catalysis | ||||||||||||||||||||||||
Publisher: | Wiley-Blackwell Publishing Ltd. | ||||||||||||||||||||||||
ISSN: | 1615-4150 | ||||||||||||||||||||||||
Official Date: | 17 December 2017 | ||||||||||||||||||||||||
Dates: |
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Volume: | 359 | ||||||||||||||||||||||||
Number: | 24 | ||||||||||||||||||||||||
Page Range: | pp. 4359-4368 | ||||||||||||||||||||||||
DOI: | 10.1002/adsc.201701068 | ||||||||||||||||||||||||
Status: | Peer Reviewed | ||||||||||||||||||||||||
Publication Status: | Published | ||||||||||||||||||||||||
Reuse Statement (publisher, data, author rights): | ** From Crossref via Jisc Publications Router. ** Licence for am version of this article starting on 12-12-2018: http://onlinelibrary.wiley.com/termsAndConditions#am | ||||||||||||||||||||||||
Access rights to Published version: | Restricted or Subscription Access | ||||||||||||||||||||||||
Date of first compliant deposit: | 10 April 2018 | ||||||||||||||||||||||||
Date of first compliant Open Access: | 12 December 2018 | ||||||||||||||||||||||||
Funder: | Nanjing da xue | ||||||||||||||||||||||||
RIOXX Funder/Project Grant: |
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