Diverse secondary C(sp3)-H bond functionalization via site-selective trifluoroacetoxylation of aliphatic aminesElectronic supplementary information (ESI) available: Experimental details and compound characterization. See DOI: 10.1039/c8sc01788c
We describe a coinage-metal-catalyzed site-selective oxidation of secondary C(sp 3 )-H bonds for aliphatic amine substrates. Broad amine scope, good functional compatibility and late-stage diversification are demonstrated with this method. The steric demand of the β-substituents controlled diastereo...
Gespeichert in:
Hauptverfasser: | , , , , , |
---|---|
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 6378 |
---|---|
container_issue | 3 |
container_start_page | 6374 |
container_title | |
container_volume | 9 |
creator | Tang, Yongzhen Qin, Yuman Meng, Dongmei Li, Chaoqun Wei, Junfa Yang, Mingyu |
description | We describe a coinage-metal-catalyzed site-selective oxidation of secondary C(sp
3
)-H bonds for aliphatic amine substrates. Broad amine scope, good functional compatibility and late-stage diversification are demonstrated with this method. The steric demand of the β-substituents controlled diastereoselectivities under this catalytic system. The site selectivity favors secondary C(sp
3
)-H bonds over tertiary ones underscoring the unique synthetic potential of this method.
A coinage-metal-catalyzed site-selective trifluoroacetoxylation of remote secondary C(sp
3
)-H bonds for aliphatic amine substrates was developed. |
doi_str_mv | 10.1039/c8sc01788c |
format | Article |
fullrecord | <record><control><sourceid>rsc</sourceid><recordid>TN_cdi_rsc_primary_c8sc01788c</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>c8sc01788c</sourcerecordid><originalsourceid>FETCH-rsc_primary_c8sc01788c3</originalsourceid><addsrcrecordid>eNqFUE1PAjEQbYwmEuTi3WS8wWFxl4p8XGENnDzgfVPKbKjptk2nuwF_tz_ALhg9mOhc-jrvvZmXYew2S4dZymcPckoyzSbTqbxgnVH6mCVPYz67_Maj9Jr1iN7SWJxn49Gkwz6WqkFPCITSmp3wR1j0yfFBsoJtbEBZGxmUNUKrd9ECaJQAUgETQo2RaxCCV6WurbdCYrCHoz4rbQnR5vbxJ0FUyiDlrcVbExtUO6exQhParcqU1ldnXz_frAcgGqG02GqcQ35w6NVJqmGHIRIEIqaTtnK2bsFeeCFDVJ1TDmGDCMuX9Rx-n-eGXZVCE_a-3i67e85fF6vEkyxcXBQDFT9y3mX3f_GF25X8vxmf8h6IpA</addsrcrecordid><sourcetype>Enrichment Source</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Diverse secondary C(sp3)-H bond functionalization via site-selective trifluoroacetoxylation of aliphatic aminesElectronic supplementary information (ESI) available: Experimental details and compound characterization. See DOI: 10.1039/c8sc01788c</title><source>DOAJ Directory of Open Access Journals</source><source>Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals</source><source>PubMed Central Open Access</source><source>PubMed Central</source><creator>Tang, Yongzhen ; Qin, Yuman ; Meng, Dongmei ; Li, Chaoqun ; Wei, Junfa ; Yang, Mingyu</creator><creatorcontrib>Tang, Yongzhen ; Qin, Yuman ; Meng, Dongmei ; Li, Chaoqun ; Wei, Junfa ; Yang, Mingyu</creatorcontrib><description>We describe a coinage-metal-catalyzed site-selective oxidation of secondary C(sp
3
)-H bonds for aliphatic amine substrates. Broad amine scope, good functional compatibility and late-stage diversification are demonstrated with this method. The steric demand of the β-substituents controlled diastereoselectivities under this catalytic system. The site selectivity favors secondary C(sp
3
)-H bonds over tertiary ones underscoring the unique synthetic potential of this method.
A coinage-metal-catalyzed site-selective trifluoroacetoxylation of remote secondary C(sp
3
)-H bonds for aliphatic amine substrates was developed.</description><identifier>ISSN: 2041-6520</identifier><identifier>EISSN: 2041-6539</identifier><identifier>DOI: 10.1039/c8sc01788c</identifier><language>eng</language><creationdate>2018-08</creationdate><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>315,781,785,865,27929,27930</link.rule.ids></links><search><creatorcontrib>Tang, Yongzhen</creatorcontrib><creatorcontrib>Qin, Yuman</creatorcontrib><creatorcontrib>Meng, Dongmei</creatorcontrib><creatorcontrib>Li, Chaoqun</creatorcontrib><creatorcontrib>Wei, Junfa</creatorcontrib><creatorcontrib>Yang, Mingyu</creatorcontrib><title>Diverse secondary C(sp3)-H bond functionalization via site-selective trifluoroacetoxylation of aliphatic aminesElectronic supplementary information (ESI) available: Experimental details and compound characterization. See DOI: 10.1039/c8sc01788c</title><description>We describe a coinage-metal-catalyzed site-selective oxidation of secondary C(sp
3
)-H bonds for aliphatic amine substrates. Broad amine scope, good functional compatibility and late-stage diversification are demonstrated with this method. The steric demand of the β-substituents controlled diastereoselectivities under this catalytic system. The site selectivity favors secondary C(sp
3
)-H bonds over tertiary ones underscoring the unique synthetic potential of this method.
A coinage-metal-catalyzed site-selective trifluoroacetoxylation of remote secondary C(sp
3
)-H bonds for aliphatic amine substrates was developed.</description><issn>2041-6520</issn><issn>2041-6539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqFUE1PAjEQbYwmEuTi3WS8wWFxl4p8XGENnDzgfVPKbKjptk2nuwF_tz_ALhg9mOhc-jrvvZmXYew2S4dZymcPckoyzSbTqbxgnVH6mCVPYz67_Maj9Jr1iN7SWJxn49Gkwz6WqkFPCITSmp3wR1j0yfFBsoJtbEBZGxmUNUKrd9ECaJQAUgETQo2RaxCCV6WurbdCYrCHoz4rbQnR5vbxJ0FUyiDlrcVbExtUO6exQhParcqU1ldnXz_frAcgGqG02GqcQ35w6NVJqmGHIRIEIqaTtnK2bsFeeCFDVJ1TDmGDCMuX9Rx-n-eGXZVCE_a-3i67e85fF6vEkyxcXBQDFT9y3mX3f_GF25X8vxmf8h6IpA</recordid><startdate>20180801</startdate><enddate>20180801</enddate><creator>Tang, Yongzhen</creator><creator>Qin, Yuman</creator><creator>Meng, Dongmei</creator><creator>Li, Chaoqun</creator><creator>Wei, Junfa</creator><creator>Yang, Mingyu</creator><scope/></search><sort><creationdate>20180801</creationdate><title>Diverse secondary C(sp3)-H bond functionalization via site-selective trifluoroacetoxylation of aliphatic aminesElectronic supplementary information (ESI) available: Experimental details and compound characterization. See DOI: 10.1039/c8sc01788c</title><author>Tang, Yongzhen ; Qin, Yuman ; Meng, Dongmei ; Li, Chaoqun ; Wei, Junfa ; Yang, Mingyu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_c8sc01788c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tang, Yongzhen</creatorcontrib><creatorcontrib>Qin, Yuman</creatorcontrib><creatorcontrib>Meng, Dongmei</creatorcontrib><creatorcontrib>Li, Chaoqun</creatorcontrib><creatorcontrib>Wei, Junfa</creatorcontrib><creatorcontrib>Yang, Mingyu</creatorcontrib></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tang, Yongzhen</au><au>Qin, Yuman</au><au>Meng, Dongmei</au><au>Li, Chaoqun</au><au>Wei, Junfa</au><au>Yang, Mingyu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Diverse secondary C(sp3)-H bond functionalization via site-selective trifluoroacetoxylation of aliphatic aminesElectronic supplementary information (ESI) available: Experimental details and compound characterization. See DOI: 10.1039/c8sc01788c</atitle><date>2018-08-01</date><risdate>2018</risdate><volume>9</volume><issue>3</issue><spage>6374</spage><epage>6378</epage><pages>6374-6378</pages><issn>2041-6520</issn><eissn>2041-6539</eissn><abstract>We describe a coinage-metal-catalyzed site-selective oxidation of secondary C(sp
3
)-H bonds for aliphatic amine substrates. Broad amine scope, good functional compatibility and late-stage diversification are demonstrated with this method. The steric demand of the β-substituents controlled diastereoselectivities under this catalytic system. The site selectivity favors secondary C(sp
3
)-H bonds over tertiary ones underscoring the unique synthetic potential of this method.
A coinage-metal-catalyzed site-selective trifluoroacetoxylation of remote secondary C(sp
3
)-H bonds for aliphatic amine substrates was developed.</abstract><doi>10.1039/c8sc01788c</doi><tpages>5</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 2041-6520 |
ispartof | |
issn | 2041-6520 2041-6539 |
language | eng |
recordid | cdi_rsc_primary_c8sc01788c |
source | DOAJ Directory of Open Access Journals; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; PubMed Central Open Access; PubMed Central |
title | Diverse secondary C(sp3)-H bond functionalization via site-selective trifluoroacetoxylation of aliphatic aminesElectronic supplementary information (ESI) available: Experimental details and compound characterization. See DOI: 10.1039/c8sc01788c |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-13T13%3A17%3A20IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-rsc&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Diverse%20secondary%20C(sp3)-H%20bond%20functionalization%20via%20site-selective%20trifluoroacetoxylation%20of%20aliphatic%20aminesElectronic%20supplementary%20information%20(ESI)%20available:%20Experimental%20details%20and%20compound%20characterization.%20See%20DOI:%2010.1039/c8sc01788c&rft.au=Tang,%20Yongzhen&rft.date=2018-08-01&rft.volume=9&rft.issue=3&rft.spage=6374&rft.epage=6378&rft.pages=6374-6378&rft.issn=2041-6520&rft.eissn=2041-6539&rft_id=info:doi/10.1039/c8sc01788c&rft_dat=%3Crsc%3Ec8sc01788c%3C/rsc%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true |