Synthesis of Olefins by Formal Carbene Coupling

In this review, the coupling of two carbene precursors for the synthesis of alkenes is surveyed. The key to selective carbene coupling is the difference in the rate of carbene generation between the two carbene precursors. This strategy requires judicious selection between two carbene precursors as...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Advanced synthesis & catalysis 2022-09, Vol.364 (18), p.3122-3142
Hauptverfasser: Davas, Daksh Singh, Bhardwaj, Srashti, Sen, Raju, Gopalakrishnan, Dinesh Kumar, Vaitla, Janakiram
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 3142
container_issue 18
container_start_page 3122
container_title Advanced synthesis & catalysis
container_volume 364
creator Davas, Daksh Singh
Bhardwaj, Srashti
Sen, Raju
Gopalakrishnan, Dinesh Kumar
Vaitla, Janakiram
description In this review, the coupling of two carbene precursors for the synthesis of alkenes is surveyed. The key to selective carbene coupling is the difference in the rate of carbene generation between the two carbene precursors. This strategy requires judicious selection between two carbene precursors as well as fine‐tuning of reaction conditions to obtain the desired chemo‐ and stereoselectivity. These couplings were carried out in the presence and absence of a metal catalyst. The present review describes inter‐ and intramolecular coupling of diazo compounds and cross‐coupling between diazo and non‐diazo compounds.
doi_str_mv 10.1002/adsc.202200444
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2715764994</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2715764994</sourcerecordid><originalsourceid>FETCH-LOGICAL-c3134-ab77ed53f9fb643fb8729795ae018be565a84f9b3fc033a7357c9e444f4d09903</originalsourceid><addsrcrecordid>eNqFkD1PwzAQhi0EEqWwMltiTnr-iuOxChSQKnUozJad2JAqTYLdCuXfkyqojEx3w_O8d3oRuieQEgC6MFUsUwqUAnDOL9CMZEQknGTq8rwLuEY3Me4AiMylnKHFdmgPny7WEXcebxrn6zZiO-BVF_amwYUJ1rUOF92xb-r24xZdedNEd_c75-h99fRWvCTrzfNrsVwnJSOMJ8ZK6SrBvPI248zbXFIllTAOSG6dyITJuVeW-RIYM5IJWSo3vu15BUoBm6OHKbcP3dfRxYPedcfQjic1lUTIjCvFRyqdqDJ0MQbndR_qvQmDJqBPpehTKfpcyiioSfiuGzf8Q-vl47b4c38APpNj6Q</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2715764994</pqid></control><display><type>article</type><title>Synthesis of Olefins by Formal Carbene Coupling</title><source>Wiley Online Library Journals Frontfile Complete</source><creator>Davas, Daksh Singh ; Bhardwaj, Srashti ; Sen, Raju ; Gopalakrishnan, Dinesh Kumar ; Vaitla, Janakiram</creator><creatorcontrib>Davas, Daksh Singh ; Bhardwaj, Srashti ; Sen, Raju ; Gopalakrishnan, Dinesh Kumar ; Vaitla, Janakiram</creatorcontrib><description>In this review, the coupling of two carbene precursors for the synthesis of alkenes is surveyed. The key to selective carbene coupling is the difference in the rate of carbene generation between the two carbene precursors. This strategy requires judicious selection between two carbene precursors as well as fine‐tuning of reaction conditions to obtain the desired chemo‐ and stereoselectivity. These couplings were carried out in the presence and absence of a metal catalyst. The present review describes inter‐ and intramolecular coupling of diazo compounds and cross‐coupling between diazo and non‐diazo compounds.</description><identifier>ISSN: 1615-4150</identifier><identifier>EISSN: 1615-4169</identifier><identifier>DOI: 10.1002/adsc.202200444</identifier><language>eng</language><publisher>Heidelberg: Wiley Subscription Services, Inc</publisher><subject>Alkenes ; Carbenes ; Catalysis ; Coupling ; Coupling (molecular) ; Couplings ; Cross coupling ; Diazo compounds ; Precursors ; Stereoselectivity ; Synthesis</subject><ispartof>Advanced synthesis &amp; catalysis, 2022-09, Vol.364 (18), p.3122-3142</ispartof><rights>2022 Wiley‐VCH GmbH</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3134-ab77ed53f9fb643fb8729795ae018be565a84f9b3fc033a7357c9e444f4d09903</citedby><cites>FETCH-LOGICAL-c3134-ab77ed53f9fb643fb8729795ae018be565a84f9b3fc033a7357c9e444f4d09903</cites><orcidid>0000-0003-4068-5916</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fadsc.202200444$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fadsc.202200444$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27903,27904,45553,45554</link.rule.ids></links><search><creatorcontrib>Davas, Daksh Singh</creatorcontrib><creatorcontrib>Bhardwaj, Srashti</creatorcontrib><creatorcontrib>Sen, Raju</creatorcontrib><creatorcontrib>Gopalakrishnan, Dinesh Kumar</creatorcontrib><creatorcontrib>Vaitla, Janakiram</creatorcontrib><title>Synthesis of Olefins by Formal Carbene Coupling</title><title>Advanced synthesis &amp; catalysis</title><description>In this review, the coupling of two carbene precursors for the synthesis of alkenes is surveyed. The key to selective carbene coupling is the difference in the rate of carbene generation between the two carbene precursors. This strategy requires judicious selection between two carbene precursors as well as fine‐tuning of reaction conditions to obtain the desired chemo‐ and stereoselectivity. These couplings were carried out in the presence and absence of a metal catalyst. The present review describes inter‐ and intramolecular coupling of diazo compounds and cross‐coupling between diazo and non‐diazo compounds.</description><subject>Alkenes</subject><subject>Carbenes</subject><subject>Catalysis</subject><subject>Coupling</subject><subject>Coupling (molecular)</subject><subject>Couplings</subject><subject>Cross coupling</subject><subject>Diazo compounds</subject><subject>Precursors</subject><subject>Stereoselectivity</subject><subject>Synthesis</subject><issn>1615-4150</issn><issn>1615-4169</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNqFkD1PwzAQhi0EEqWwMltiTnr-iuOxChSQKnUozJad2JAqTYLdCuXfkyqojEx3w_O8d3oRuieQEgC6MFUsUwqUAnDOL9CMZEQknGTq8rwLuEY3Me4AiMylnKHFdmgPny7WEXcebxrn6zZiO-BVF_amwYUJ1rUOF92xb-r24xZdedNEd_c75-h99fRWvCTrzfNrsVwnJSOMJ8ZK6SrBvPI248zbXFIllTAOSG6dyITJuVeW-RIYM5IJWSo3vu15BUoBm6OHKbcP3dfRxYPedcfQjic1lUTIjCvFRyqdqDJ0MQbndR_qvQmDJqBPpehTKfpcyiioSfiuGzf8Q-vl47b4c38APpNj6Q</recordid><startdate>20220920</startdate><enddate>20220920</enddate><creator>Davas, Daksh Singh</creator><creator>Bhardwaj, Srashti</creator><creator>Sen, Raju</creator><creator>Gopalakrishnan, Dinesh Kumar</creator><creator>Vaitla, Janakiram</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7U5</scope><scope>8FD</scope><scope>L7M</scope><orcidid>https://orcid.org/0000-0003-4068-5916</orcidid></search><sort><creationdate>20220920</creationdate><title>Synthesis of Olefins by Formal Carbene Coupling</title><author>Davas, Daksh Singh ; Bhardwaj, Srashti ; Sen, Raju ; Gopalakrishnan, Dinesh Kumar ; Vaitla, Janakiram</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3134-ab77ed53f9fb643fb8729795ae018be565a84f9b3fc033a7357c9e444f4d09903</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Alkenes</topic><topic>Carbenes</topic><topic>Catalysis</topic><topic>Coupling</topic><topic>Coupling (molecular)</topic><topic>Couplings</topic><topic>Cross coupling</topic><topic>Diazo compounds</topic><topic>Precursors</topic><topic>Stereoselectivity</topic><topic>Synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Davas, Daksh Singh</creatorcontrib><creatorcontrib>Bhardwaj, Srashti</creatorcontrib><creatorcontrib>Sen, Raju</creatorcontrib><creatorcontrib>Gopalakrishnan, Dinesh Kumar</creatorcontrib><creatorcontrib>Vaitla, Janakiram</creatorcontrib><collection>CrossRef</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Advanced synthesis &amp; catalysis</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Davas, Daksh Singh</au><au>Bhardwaj, Srashti</au><au>Sen, Raju</au><au>Gopalakrishnan, Dinesh Kumar</au><au>Vaitla, Janakiram</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of Olefins by Formal Carbene Coupling</atitle><jtitle>Advanced synthesis &amp; catalysis</jtitle><date>2022-09-20</date><risdate>2022</risdate><volume>364</volume><issue>18</issue><spage>3122</spage><epage>3142</epage><pages>3122-3142</pages><issn>1615-4150</issn><eissn>1615-4169</eissn><abstract>In this review, the coupling of two carbene precursors for the synthesis of alkenes is surveyed. The key to selective carbene coupling is the difference in the rate of carbene generation between the two carbene precursors. This strategy requires judicious selection between two carbene precursors as well as fine‐tuning of reaction conditions to obtain the desired chemo‐ and stereoselectivity. These couplings were carried out in the presence and absence of a metal catalyst. The present review describes inter‐ and intramolecular coupling of diazo compounds and cross‐coupling between diazo and non‐diazo compounds.</abstract><cop>Heidelberg</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/adsc.202200444</doi><tpages>21</tpages><orcidid>https://orcid.org/0000-0003-4068-5916</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 1615-4150
ispartof Advanced synthesis & catalysis, 2022-09, Vol.364 (18), p.3122-3142
issn 1615-4150
1615-4169
language eng
recordid cdi_proquest_journals_2715764994
source Wiley Online Library Journals Frontfile Complete
subjects Alkenes
Carbenes
Catalysis
Coupling
Coupling (molecular)
Couplings
Cross coupling
Diazo compounds
Precursors
Stereoselectivity
Synthesis
title Synthesis of Olefins by Formal Carbene Coupling
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-28T03%3A26%3A28IST&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=Synthesis%20of%20Olefins%20by%20Formal%20Carbene%20Coupling&rft.jtitle=Advanced%20synthesis%20&%20catalysis&rft.au=Davas,%20Daksh%20Singh&rft.date=2022-09-20&rft.volume=364&rft.issue=18&rft.spage=3122&rft.epage=3142&rft.pages=3122-3142&rft.issn=1615-4150&rft.eissn=1615-4169&rft_id=info:doi/10.1002/adsc.202200444&rft_dat=%3Cproquest_cross%3E2715764994%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=2715764994&rft_id=info:pmid/&rfr_iscdi=true