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Article: An Epoxide-Mediated Deprotection Method for Acidic Amide Auxiliary

TitleAn Epoxide-Mediated Deprotection Method for Acidic Amide Auxiliary
Authors
Pei, Qing LanChe, Guan DaZhu, Ru YiHe, JianYu, Jin Quan
Issue Date2017
Citation
Organic Letters, 2017, v. 19, n. 21, p. 5860-5863 How to Cite?
DOI: http://dx.doi.org/10.1021/acs.orglett.7b02841
Abstract© 2017 American Chemical Society. A practical method for the removal of a versatile acidic amide auxiliary has been developed. Facile alcoholysis of the amide in the presence of KOAc is enabled by an epoxide, which mechanistically resembles the removal of the Myers' auxiliary. The protocol has been applied to the removal of a variety of amide substrates and their C-H functionalization products with high efficiency and low cost, representing a step forward toward the development of a versatile directing group for C-H activation.
Persistent Identifierhttp://hdl.handle.net/10722/276560
ISSN
1523-7060
2021 Impact Factor: 6.072
2020 SCImago Journal Rankings: 1.940
ISI Accession Number ID
WOS:000414723900038

 

DC FieldValueLanguage
dc.contributor.authorPei, Qing Lan-
dc.contributor.authorChe, Guan Da-
dc.contributor.authorZhu, Ru Yi-
dc.contributor.authorHe, Jian-
dc.contributor.authorYu, Jin Quan-
dc.date.accessioned2019-09-18T08:33:59Z-
dc.date.available2019-09-18T08:33:59Z-
dc.date.issued2017-
dc.identifier.citationOrganic Letters, 2017, v. 19, n. 21, p. 5860-5863-
dc.identifier.issn1523-7060-
dc.identifier.urihttp://hdl.handle.net/10722/276560-
dc.description.abstract© 2017 American Chemical Society. A practical method for the removal of a versatile acidic amide auxiliary has been developed. Facile alcoholysis of the amide in the presence of KOAc is enabled by an epoxide, which mechanistically resembles the removal of the Myers' auxiliary. The protocol has been applied to the removal of a variety of amide substrates and their C-H functionalization products with high efficiency and low cost, representing a step forward toward the development of a versatile directing group for C-H activation.-
dc.languageeng-
dc.relation.ispartofOrganic Letters-
dc.titleAn Epoxide-Mediated Deprotection Method for Acidic Amide Auxiliary-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1021/acs.orglett.7b02841-
dc.identifier.pmid29039962-
dc.identifier.scopuseid_2-s2.0-85032896184-
dc.identifier.volume19-
dc.identifier.issue21-
dc.identifier.spage5860-
dc.identifier.epage5863-
dc.identifier.eissn1523-7052-
dc.identifier.isiWOS:000414723900038-
dc.identifier.issnl1523-7052-

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