2,3-Dimethoxy-2,3-dimethyl-1,4-dioxane as a useful precursor to 2,3-dimethylene-1,4-dioxane for [4+2] cycloaddition reaction

2,3-Dimethoxy-2,3-dimethyl-1,4-dioxane readily prepared from biacetyl serves as a stable precursor to 2,3-dimethylene-1,4-dioxane which undergoes a [4+2] cycloaddition reaction with dienophiles to give functionalized cyclohexene derivatives. The cycloaddition adducts obtained by the present procedur...

Ausführliche Beschreibung

Gespeichert in:

Bibliographische Detailangaben
Veröffentlicht in:	RSC advances 2021-02, Vol.11 (14), p.7972-798
Hauptverfasser:	Shimizu, Makoto, Yamamoto, Toshihiro, Shindo, Hiroaki, Mizota, Isao, Zhu, Yusong
Format:	Artikel
Sprache:	eng
Schlagworte:	Adducts Chemistry Cycloaddition Cyclohexene Precursors
Online-Zugang:	Volltext
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!

container_end_page	798
container_issue	14
container_start_page	7972
container_title	RSC advances
container_volume	11
creator	Shimizu, Makoto Yamamoto, Toshihiro Shindo, Hiroaki Mizota, Isao Zhu, Yusong
description	2,3-Dimethoxy-2,3-dimethyl-1,4-dioxane readily prepared from biacetyl serves as a stable precursor to 2,3-dimethylene-1,4-dioxane which undergoes a [4+2] cycloaddition reaction with dienophiles to give functionalized cyclohexene derivatives. The cycloaddition adducts obtained by the present procedure are transformed into potentially useful intermediates for biologically important materials. 2,3-Dimethoxy-2,3-dimethyl-1,4-dioxane serves as a stable precursor to 2,3-dimethylene-1,4-dioxane which undergoes a cycloaddition with dienophiles. The adducts are transformed into useful intermediates for biologically important materials.
doi_str_mv	10.1039/d1ra00329a
format	Article
fullrecord	<record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_proquest_miscellaneous_2651691094</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2651691094</sourcerecordid><originalsourceid>FETCH-LOGICAL-c428t-9d0e6c66909fc69beea8cf4aae3e4aaf67ca84fd9c15852a6fef897b3ad4f87d3</originalsourceid><addsrcrecordid>eNpdkt9LHDEQx0OpVLG-9L1loS9SXZtfm928FA5_VEEQpH0qJcwlk7qyt7kmu-JB_3hznj1P8zCZYT4zzOQbQj4wesSo0F8di0Cp4BrekB1OpSo5Vfrthr9N9lK6pfmoinHF3pFtUUkuhNQ75B8_FOVJO8PhJtwvymXkHqNFV7JDmYNwDz0WkAooxoR-7Ip5RDvGFGIxhGKzAnt8UeQz8kse8N-FXdgugHPt0Ia-iAh26bwnWx66hHtP9y75eXb64_i8vLz6fnE8uSyt5M1QakdRWaU01d4qPUWExnoJgAKz9aq20EjvtGVVU3FQHn2j66kAJ31TO7FLvq36zsfpDJ3FfojQmXlsZxAXJkBrXmb69sb8CXemUbqiNc0N9p8axPB3xDSYWZssdl3eMozJ8PyySjOqZUY_v0Jvwxj7vJ7hUosslGB1pr6sKBtDShH9ehhGzVJXc8KuJ4-6TjL8aXP8NfpfxQx8XAEx2XX2-WOIB_1zp4o</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2493329317</pqid></control><display><type>article</type><title>2,3-Dimethoxy-2,3-dimethyl-1,4-dioxane as a useful precursor to 2,3-dimethylene-1,4-dioxane for [4+2] cycloaddition reaction</title><source>DOAJ Directory of Open Access Journals</source><source>PubMed Central Open Access</source><source>EZB-FREE-00999 freely available EZB journals</source><source>PubMed Central</source><creator>Shimizu, Makoto ; Yamamoto, Toshihiro ; Shindo, Hiroaki ; Mizota, Isao ; Zhu, Yusong</creator><creatorcontrib>Shimizu, Makoto ; Yamamoto, Toshihiro ; Shindo, Hiroaki ; Mizota, Isao ; Zhu, Yusong</creatorcontrib><description>2,3-Dimethoxy-2,3-dimethyl-1,4-dioxane readily prepared from biacetyl serves as a stable precursor to 2,3-dimethylene-1,4-dioxane which undergoes a [4+2] cycloaddition reaction with dienophiles to give functionalized cyclohexene derivatives. The cycloaddition adducts obtained by the present procedure are transformed into potentially useful intermediates for biologically important materials. 2,3-Dimethoxy-2,3-dimethyl-1,4-dioxane serves as a stable precursor to 2,3-dimethylene-1,4-dioxane which undergoes a cycloaddition with dienophiles. The adducts are transformed into useful intermediates for biologically important materials.</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/d1ra00329a</identifier><identifier>PMID: 35423349</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Adducts ; Chemistry ; Cycloaddition ; Cyclohexene ; Precursors</subject><ispartof>RSC advances, 2021-02, Vol.11 (14), p.7972-798</ispartof><rights>This journal is © The Royal Society of Chemistry.</rights><rights>Copyright Royal Society of Chemistry 2021</rights><rights>This journal is © The Royal Society of Chemistry 2021 The Royal Society of Chemistry</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c428t-9d0e6c66909fc69beea8cf4aae3e4aaf67ca84fd9c15852a6fef897b3ad4f87d3</citedby><cites>FETCH-LOGICAL-c428t-9d0e6c66909fc69beea8cf4aae3e4aaf67ca84fd9c15852a6fef897b3ad4f87d3</cites><orcidid>0000-0003-0760-677X ; 0000-0002-9264-5054 ; 0000-0003-0467-9594</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC8695070/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC8695070/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,727,780,784,864,885,27924,27925,53791,53793</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/35423349$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Shimizu, Makoto</creatorcontrib><creatorcontrib>Yamamoto, Toshihiro</creatorcontrib><creatorcontrib>Shindo, Hiroaki</creatorcontrib><creatorcontrib>Mizota, Isao</creatorcontrib><creatorcontrib>Zhu, Yusong</creatorcontrib><title>2,3-Dimethoxy-2,3-dimethyl-1,4-dioxane as a useful precursor to 2,3-dimethylene-1,4-dioxane for [4+2] cycloaddition reaction</title><title>RSC advances</title><addtitle>RSC Adv</addtitle><description>2,3-Dimethoxy-2,3-dimethyl-1,4-dioxane readily prepared from biacetyl serves as a stable precursor to 2,3-dimethylene-1,4-dioxane which undergoes a [4+2] cycloaddition reaction with dienophiles to give functionalized cyclohexene derivatives. The cycloaddition adducts obtained by the present procedure are transformed into potentially useful intermediates for biologically important materials. 2,3-Dimethoxy-2,3-dimethyl-1,4-dioxane serves as a stable precursor to 2,3-dimethylene-1,4-dioxane which undergoes a cycloaddition with dienophiles. The adducts are transformed into useful intermediates for biologically important materials.</description><subject>Adducts</subject><subject>Chemistry</subject><subject>Cycloaddition</subject><subject>Cyclohexene</subject><subject>Precursors</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNpdkt9LHDEQx0OpVLG-9L1loS9SXZtfm928FA5_VEEQpH0qJcwlk7qyt7kmu-JB_3hznj1P8zCZYT4zzOQbQj4wesSo0F8di0Cp4BrekB1OpSo5Vfrthr9N9lK6pfmoinHF3pFtUUkuhNQ75B8_FOVJO8PhJtwvymXkHqNFV7JDmYNwDz0WkAooxoR-7Ip5RDvGFGIxhGKzAnt8UeQz8kse8N-FXdgugHPt0Ia-iAh26bwnWx66hHtP9y75eXb64_i8vLz6fnE8uSyt5M1QakdRWaU01d4qPUWExnoJgAKz9aq20EjvtGVVU3FQHn2j66kAJ31TO7FLvq36zsfpDJ3FfojQmXlsZxAXJkBrXmb69sb8CXemUbqiNc0N9p8axPB3xDSYWZssdl3eMozJ8PyySjOqZUY_v0Jvwxj7vJ7hUosslGB1pr6sKBtDShH9ehhGzVJXc8KuJ4-6TjL8aXP8NfpfxQx8XAEx2XX2-WOIB_1zp4o</recordid><startdate>20210218</startdate><enddate>20210218</enddate><creator>Shimizu, Makoto</creator><creator>Yamamoto, Toshihiro</creator><creator>Shindo, Hiroaki</creator><creator>Mizota, Isao</creator><creator>Zhu, Yusong</creator><general>Royal Society of Chemistry</general><general>The Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0003-0760-677X</orcidid><orcidid>https://orcid.org/0000-0002-9264-5054</orcidid><orcidid>https://orcid.org/0000-0003-0467-9594</orcidid></search><sort><creationdate>20210218</creationdate><title>2,3-Dimethoxy-2,3-dimethyl-1,4-dioxane as a useful precursor to 2,3-dimethylene-1,4-dioxane for [4+2] cycloaddition reaction</title><author>Shimizu, Makoto ; Yamamoto, Toshihiro ; Shindo, Hiroaki ; Mizota, Isao ; Zhu, Yusong</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c428t-9d0e6c66909fc69beea8cf4aae3e4aaf67ca84fd9c15852a6fef897b3ad4f87d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Adducts</topic><topic>Chemistry</topic><topic>Cycloaddition</topic><topic>Cyclohexene</topic><topic>Precursors</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Shimizu, Makoto</creatorcontrib><creatorcontrib>Yamamoto, Toshihiro</creatorcontrib><creatorcontrib>Shindo, Hiroaki</creatorcontrib><creatorcontrib>Mizota, Isao</creatorcontrib><creatorcontrib>Zhu, Yusong</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Shimizu, Makoto</au><au>Yamamoto, Toshihiro</au><au>Shindo, Hiroaki</au><au>Mizota, Isao</au><au>Zhu, Yusong</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>2,3-Dimethoxy-2,3-dimethyl-1,4-dioxane as a useful precursor to 2,3-dimethylene-1,4-dioxane for [4+2] cycloaddition reaction</atitle><jtitle>RSC advances</jtitle><addtitle>RSC Adv</addtitle><date>2021-02-18</date><risdate>2021</risdate><volume>11</volume><issue>14</issue><spage>7972</spage><epage>798</epage><pages>7972-798</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>2,3-Dimethoxy-2,3-dimethyl-1,4-dioxane readily prepared from biacetyl serves as a stable precursor to 2,3-dimethylene-1,4-dioxane which undergoes a [4+2] cycloaddition reaction with dienophiles to give functionalized cyclohexene derivatives. The cycloaddition adducts obtained by the present procedure are transformed into potentially useful intermediates for biologically important materials. 2,3-Dimethoxy-2,3-dimethyl-1,4-dioxane serves as a stable precursor to 2,3-dimethylene-1,4-dioxane which undergoes a cycloaddition with dienophiles. The adducts are transformed into useful intermediates for biologically important materials.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>35423349</pmid><doi>10.1039/d1ra00329a</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0003-0760-677X</orcidid><orcidid>https://orcid.org/0000-0002-9264-5054</orcidid><orcidid>https://orcid.org/0000-0003-0467-9594</orcidid><oa>free_for_read</oa></addata></record>
fulltext	fulltext
identifier	ISSN: 2046-2069
ispartof	RSC advances, 2021-02, Vol.11 (14), p.7972-798
issn	2046-2069 2046-2069
language	eng
recordid	cdi_proquest_miscellaneous_2651691094
source	DOAJ Directory of Open Access Journals; PubMed Central Open Access; EZB-FREE-00999 freely available EZB journals; PubMed Central
subjects	Adducts Chemistry Cycloaddition Cyclohexene Precursors
title	2,3-Dimethoxy-2,3-dimethyl-1,4-dioxane as a useful precursor to 2,3-dimethylene-1,4-dioxane for [4+2] cycloaddition reaction
url	https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-26T18%3A32%3A59IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=2,3-Dimethoxy-2,3-dimethyl-1,4-dioxane%20as%20a%20useful%20precursor%20to%202,3-dimethylene-1,4-dioxane%20for%20%5B4+2%5D%20cycloaddition%20reaction&rft.jtitle=RSC%20advances&rft.au=Shimizu,%20Makoto&rft.date=2021-02-18&rft.volume=11&rft.issue=14&rft.spage=7972&rft.epage=798&rft.pages=7972-798&rft.issn=2046-2069&rft.eissn=2046-2069&rft_id=info:doi/10.1039/d1ra00329a&rft_dat=%3Cproquest_pubme%3E2651691094%3C/proquest_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2493329317&rft_id=info:pmid/35423349&rfr_iscdi=true