Base-promoted regiodivergent allylation of N-acylhydrazones with Morita-Baylis-Hillman carbonates by tuning the catalyst

A regiodivergent allylation of N-acylhydrazones with Morita-Baylis-Hillman (MBH) carbonates has been developed, providing α- or γ-allylated products in excellent yields by using different catalysts. The nature of the base catalyst plays a pivotal role in controlling the reaction pathway, allowing re...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic & biomolecular chemistry 2019-05, Vol.17 (21), p.5283-5293
Hauptverfasser: Sun, Fang, Yin, Tingrui, Feng, Anni, Hu, Yong, Yu, Chenxia, Li, Tuanjie, Yao, Changsheng
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 5293
container_issue 21
container_start_page 5283
container_title Organic & biomolecular chemistry
container_volume 17
creator Sun, Fang
Yin, Tingrui
Feng, Anni
Hu, Yong
Yu, Chenxia
Li, Tuanjie
Yao, Changsheng
description A regiodivergent allylation of N-acylhydrazones with Morita-Baylis-Hillman (MBH) carbonates has been developed, providing α- or γ-allylated products in excellent yields by using different catalysts. The nature of the base catalyst plays a pivotal role in controlling the reaction pathway, allowing regiospecific access to diverse allylic substituted target compounds from identical substrates.
doi_str_mv 10.1039/c9ob00194h
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2232003880</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2232003880</sourcerecordid><originalsourceid>FETCH-LOGICAL-c287t-615622fbfb49d444bcec14a485b9788f7662c8162f17b23d142515106638ad473</originalsourceid><addsrcrecordid>eNo90F1LwzAUBuAgipvTG3-A5FKEar6atJduqBPU3eh1SdJ0i6TNTDK1_no7p16dA-fhhfMCcIrRJUa0vNKlVwjhkq32wBgzITKU03L_fydoBI5ifN0awdkhGFGMSiR4PgafUxlNtg6-9cnUMJil9bV9N2FpugSlc72TyfoO-gY-ZVL3btXXQX75zkT4YdMKPvpgk8ymsnc2ZnPrXCs7qGVQvpNpUKqHadPZbgnTygyHJF0f0zE4aKSL5uR3TsDL7c3zbJ49LO7uZ9cPmSaFSBnHOSekUY1iZc0YU9pozCQrclWKomgE50QXmJMGC0VojRnJcY4R57SQNRN0As53ucOPbxsTU9XaqI1zsjN-EytCKEGIFgUa6MWO6uBjDKap1sG2MvQVRtW26WpWLqY_Tc8HfPabu1Gtqf_pX7X0G5PXeko</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2232003880</pqid></control><display><type>article</type><title>Base-promoted regiodivergent allylation of N-acylhydrazones with Morita-Baylis-Hillman carbonates by tuning the catalyst</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Sun, Fang ; Yin, Tingrui ; Feng, Anni ; Hu, Yong ; Yu, Chenxia ; Li, Tuanjie ; Yao, Changsheng</creator><creatorcontrib>Sun, Fang ; Yin, Tingrui ; Feng, Anni ; Hu, Yong ; Yu, Chenxia ; Li, Tuanjie ; Yao, Changsheng</creatorcontrib><description>A regiodivergent allylation of N-acylhydrazones with Morita-Baylis-Hillman (MBH) carbonates has been developed, providing α- or γ-allylated products in excellent yields by using different catalysts. The nature of the base catalyst plays a pivotal role in controlling the reaction pathway, allowing regiospecific access to diverse allylic substituted target compounds from identical substrates.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/c9ob00194h</identifier><identifier>PMID: 31090765</identifier><language>eng</language><publisher>England</publisher><ispartof>Organic &amp; biomolecular chemistry, 2019-05, Vol.17 (21), p.5283-5293</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c287t-615622fbfb49d444bcec14a485b9788f7662c8162f17b23d142515106638ad473</citedby><cites>FETCH-LOGICAL-c287t-615622fbfb49d444bcec14a485b9788f7662c8162f17b23d142515106638ad473</cites><orcidid>0000-0002-0886-5485 ; 0000-0002-0185-2366</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,27905,27906</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/31090765$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Sun, Fang</creatorcontrib><creatorcontrib>Yin, Tingrui</creatorcontrib><creatorcontrib>Feng, Anni</creatorcontrib><creatorcontrib>Hu, Yong</creatorcontrib><creatorcontrib>Yu, Chenxia</creatorcontrib><creatorcontrib>Li, Tuanjie</creatorcontrib><creatorcontrib>Yao, Changsheng</creatorcontrib><title>Base-promoted regiodivergent allylation of N-acylhydrazones with Morita-Baylis-Hillman carbonates by tuning the catalyst</title><title>Organic &amp; biomolecular chemistry</title><addtitle>Org Biomol Chem</addtitle><description>A regiodivergent allylation of N-acylhydrazones with Morita-Baylis-Hillman (MBH) carbonates has been developed, providing α- or γ-allylated products in excellent yields by using different catalysts. The nature of the base catalyst plays a pivotal role in controlling the reaction pathway, allowing regiospecific access to diverse allylic substituted target compounds from identical substrates.</description><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNo90F1LwzAUBuAgipvTG3-A5FKEar6atJduqBPU3eh1SdJ0i6TNTDK1_no7p16dA-fhhfMCcIrRJUa0vNKlVwjhkq32wBgzITKU03L_fydoBI5ifN0awdkhGFGMSiR4PgafUxlNtg6-9cnUMJil9bV9N2FpugSlc72TyfoO-gY-ZVL3btXXQX75zkT4YdMKPvpgk8ymsnc2ZnPrXCs7qGVQvpNpUKqHadPZbgnTygyHJF0f0zE4aKSL5uR3TsDL7c3zbJ49LO7uZ9cPmSaFSBnHOSekUY1iZc0YU9pozCQrclWKomgE50QXmJMGC0VojRnJcY4R57SQNRN0As53ucOPbxsTU9XaqI1zsjN-EytCKEGIFgUa6MWO6uBjDKap1sG2MvQVRtW26WpWLqY_Tc8HfPabu1Gtqf_pX7X0G5PXeko</recordid><startdate>20190529</startdate><enddate>20190529</enddate><creator>Sun, Fang</creator><creator>Yin, Tingrui</creator><creator>Feng, Anni</creator><creator>Hu, Yong</creator><creator>Yu, Chenxia</creator><creator>Li, Tuanjie</creator><creator>Yao, Changsheng</creator><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-0886-5485</orcidid><orcidid>https://orcid.org/0000-0002-0185-2366</orcidid></search><sort><creationdate>20190529</creationdate><title>Base-promoted regiodivergent allylation of N-acylhydrazones with Morita-Baylis-Hillman carbonates by tuning the catalyst</title><author>Sun, Fang ; Yin, Tingrui ; Feng, Anni ; Hu, Yong ; Yu, Chenxia ; Li, Tuanjie ; Yao, Changsheng</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c287t-615622fbfb49d444bcec14a485b9788f7662c8162f17b23d142515106638ad473</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sun, Fang</creatorcontrib><creatorcontrib>Yin, Tingrui</creatorcontrib><creatorcontrib>Feng, Anni</creatorcontrib><creatorcontrib>Hu, Yong</creatorcontrib><creatorcontrib>Yu, Chenxia</creatorcontrib><creatorcontrib>Li, Tuanjie</creatorcontrib><creatorcontrib>Yao, Changsheng</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Organic &amp; biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sun, Fang</au><au>Yin, Tingrui</au><au>Feng, Anni</au><au>Hu, Yong</au><au>Yu, Chenxia</au><au>Li, Tuanjie</au><au>Yao, Changsheng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Base-promoted regiodivergent allylation of N-acylhydrazones with Morita-Baylis-Hillman carbonates by tuning the catalyst</atitle><jtitle>Organic &amp; biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2019-05-29</date><risdate>2019</risdate><volume>17</volume><issue>21</issue><spage>5283</spage><epage>5293</epage><pages>5283-5293</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>A regiodivergent allylation of N-acylhydrazones with Morita-Baylis-Hillman (MBH) carbonates has been developed, providing α- or γ-allylated products in excellent yields by using different catalysts. The nature of the base catalyst plays a pivotal role in controlling the reaction pathway, allowing regiospecific access to diverse allylic substituted target compounds from identical substrates.</abstract><cop>England</cop><pmid>31090765</pmid><doi>10.1039/c9ob00194h</doi><tpages>11</tpages><orcidid>https://orcid.org/0000-0002-0886-5485</orcidid><orcidid>https://orcid.org/0000-0002-0185-2366</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 1477-0520
ispartof Organic & biomolecular chemistry, 2019-05, Vol.17 (21), p.5283-5293
issn 1477-0520
1477-0539
language eng
recordid cdi_proquest_miscellaneous_2232003880
source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
title Base-promoted regiodivergent allylation of N-acylhydrazones with Morita-Baylis-Hillman carbonates by tuning the catalyst
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-18T18%3A40%3A55IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Base-promoted%20regiodivergent%20allylation%20of%20N-acylhydrazones%20with%20Morita-Baylis-Hillman%20carbonates%20by%20tuning%20the%20catalyst&rft.jtitle=Organic%20&%20biomolecular%20chemistry&rft.au=Sun,%20Fang&rft.date=2019-05-29&rft.volume=17&rft.issue=21&rft.spage=5283&rft.epage=5293&rft.pages=5283-5293&rft.issn=1477-0520&rft.eissn=1477-0539&rft_id=info:doi/10.1039/c9ob00194h&rft_dat=%3Cproquest_cross%3E2232003880%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2232003880&rft_id=info:pmid/31090765&rfr_iscdi=true