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Article: Gold(I)-catalyzed highly regio- and stereoselective decarboxylative amination of allylic N-tosylcarbamates via base-induced aza-Claisen rearrangement in water

TitleGold(I)-catalyzed highly regio- and stereoselective decarboxylative amination of allylic N-tosylcarbamates via base-induced aza-Claisen rearrangement in water
Authors
KeywordsChemistry
Organic chemistry
Issue Date2010
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.html
Citation
Organic Letters, 2010, v. 12 n. 5, p. 1068-1071 How to Cite?
Abstract(Figure Presented)A gold(l)-catalyzed decarboxylative animation of allylic N-tosylcarbamates via base-induced aza-Claisen rearrangement has been developed. Â variety of substituted W-tosyl allylic amines were obtained In good yield, excellent regloselectlvity, and high to excellent stereoselectivity. This transformation could be performed either in H2O or In one pot directly from allylic alcohols and therefore represents an efficient and environmentally benign protocol for the synthesis of N-tosyl allylic amines. © 2010 American Chemical Society.
Persistent Identifierhttp://hdl.handle.net/10722/69263
ISSN
2021 Impact Factor: 6.072
2020 SCImago Journal Rankings: 1.940
ISI Accession Number ID
Funding AgencyGrant Number
University of Hong Kong
Hong Kong Research Grants CouncilHKU 705807P
Funding Information:

This work was supported by The University of Hong Kong and Hong Kong Research Grants Council (HKU 705807P).

References
Grants

 

DC FieldValueLanguage
dc.contributor.authorXing, Den_HK
dc.contributor.authorYang, Den_HK
dc.date.accessioned2010-09-06T06:12:03Z-
dc.date.available2010-09-06T06:12:03Z-
dc.date.issued2010en_HK
dc.identifier.citationOrganic Letters, 2010, v. 12 n. 5, p. 1068-1071en_HK
dc.identifier.issn1523-7060en_HK
dc.identifier.urihttp://hdl.handle.net/10722/69263-
dc.description.abstract(Figure Presented)A gold(l)-catalyzed decarboxylative animation of allylic N-tosylcarbamates via base-induced aza-Claisen rearrangement has been developed. Â variety of substituted W-tosyl allylic amines were obtained In good yield, excellent regloselectlvity, and high to excellent stereoselectivity. This transformation could be performed either in H2O or In one pot directly from allylic alcohols and therefore represents an efficient and environmentally benign protocol for the synthesis of N-tosyl allylic amines. © 2010 American Chemical Society.en_HK
dc.languageengen_HK
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.htmlen_HK
dc.relation.ispartofOrganic Lettersen_HK
dc.subjectChemistry-
dc.subjectOrganic chemistry-
dc.titleGold(I)-catalyzed highly regio- and stereoselective decarboxylative amination of allylic N-tosylcarbamates via base-induced aza-Claisen rearrangement in wateren_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=1523-7060&volume=12&spage=1068&epage=1071&date=2010&atitle=Gold(I)-catalyzed+highly+regio-+and+stereoselective+decarboxylative+amination+of+allylic+N-tosylcarbamates+via+base-induced+aza-Claisen+rearrangement+in+wateren_HK
dc.identifier.emailYang, D:yangdan@hku.hken_HK
dc.identifier.authorityYang, D=rp00825en_HK
dc.description.naturelink_to_OA_fulltext-
dc.identifier.doi10.1021/ol100056fen_HK
dc.identifier.pmid20143843-
dc.identifier.scopuseid_2-s2.0-77749273784en_HK
dc.identifier.hkuros170060en_HK
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-77749273784&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume12en_HK
dc.identifier.issue5en_HK
dc.identifier.spage1068en_HK
dc.identifier.epage1071en_HK
dc.identifier.isiWOS:000274841800044-
dc.publisher.placeUnited Statesen_HK
dc.relation.projectDeveloping Palladium-Catalyzed Asymmetric Tandem Oxidative Cyclization Reactions for Organic Synthesis-
dc.identifier.scopusauthoridXing, D=35328877100en_HK
dc.identifier.scopusauthoridYang, D=7404800756en_HK
dc.identifier.citeulike9068233-
dc.identifier.issnl1523-7052-

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