Vinyl sulfones: Synthetic preparations and medicinal chemistry applications
Vinyl sulfones have long been known for their synthetic utility in organic chemistry, easily participating in 1,4‐addition reactions and cycloaddition reactions. This functional group has also recently been shown to potently inhibit a variety of enzymatic processes providing unique properties for dr...
Gespeichert in:
Veröffentlicht in: | Medicinal research reviews 2006-11, Vol.26 (6), p.793-814 |
---|---|
Hauptverfasser: | , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 814 |
---|---|
container_issue | 6 |
container_start_page | 793 |
container_title | Medicinal research reviews |
container_volume | 26 |
creator | Meadows, D. Christopher Gervay-Hague, Jacquelyn |
description | Vinyl sulfones have long been known for their synthetic utility in organic chemistry, easily participating in 1,4‐addition reactions and cycloaddition reactions. This functional group has also recently been shown to potently inhibit a variety of enzymatic processes providing unique properties for drug design and medicinal chemistry. This review includes traditional methods used for the synthesis of vinyl sulfones, but focuses mainly on newer reactions applied to vinyl sulfones, including olefin metathesis, conjugate reduction, asymmetric dihydroxylation (AD), and the use of vinyl sulfones to arrive at highly functionalized targets, all illustrating the rich and versatile chemistry this group can efficiently perform. In addition, geminal disulfones are discussed with respect to their formation, reactions, and medicinal applications of this underutilized functional group. © 2006 Wiley Periodicals, Inc. Med Res Rev |
doi_str_mv | 10.1002/med.20074 |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_68915305</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>68915305</sourcerecordid><originalsourceid>FETCH-LOGICAL-c3614-3badb4549e80469928863b894758781c5f87fd91f9ffa019a2b4190905a9e63a3</originalsourceid><addsrcrecordid>eNp1kMtOwzAQRS0EoqWw4AdQVkgs0tpxHNvsUCnlUUDiVakby0kc1ZAmwU4E-XtcUrpjNaPRmTtzLwDHCA4RhMFopdJhACENd0AfQc58hAK2C_oQuT7CAemBA2vfIUSIILwPeiiijHHK--DuTRdt7tkmz8pC2XPvuS3qpap14lVGVdLIWpeF9WSReu6MTnQhcy9ZqpW2tWk9WVW5TjroEOxlMrfqaFMH4PVq8jK-9meP05vxxcxPcIRCH8cyjUMScsVgGHEeMBbhmPGQEkYZSkjGaJZylPEsk86CDOIQccghkVxFWOIBOO10K1N-NsrWwj2TqDyXhSobKyLGEcGQOPCsAxNTWmtUJiqjV9K0AkGxTk44S-I3OceebESbeD3dkpuoHDDqgC-dq_Z_JXE_ufyT9LsNF5X63m5I8yEiiikR84epIIv5HD-Ft2KBfwAoqob6</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>68915305</pqid></control><display><type>article</type><title>Vinyl sulfones: Synthetic preparations and medicinal chemistry applications</title><source>MEDLINE</source><source>Wiley Online Library Journals Frontfile Complete</source><creator>Meadows, D. Christopher ; Gervay-Hague, Jacquelyn</creator><creatorcontrib>Meadows, D. Christopher ; Gervay-Hague, Jacquelyn</creatorcontrib><description>Vinyl sulfones have long been known for their synthetic utility in organic chemistry, easily participating in 1,4‐addition reactions and cycloaddition reactions. This functional group has also recently been shown to potently inhibit a variety of enzymatic processes providing unique properties for drug design and medicinal chemistry. This review includes traditional methods used for the synthesis of vinyl sulfones, but focuses mainly on newer reactions applied to vinyl sulfones, including olefin metathesis, conjugate reduction, asymmetric dihydroxylation (AD), and the use of vinyl sulfones to arrive at highly functionalized targets, all illustrating the rich and versatile chemistry this group can efficiently perform. In addition, geminal disulfones are discussed with respect to their formation, reactions, and medicinal applications of this underutilized functional group. © 2006 Wiley Periodicals, Inc. Med Res Rev</description><identifier>ISSN: 0198-6325</identifier><identifier>EISSN: 1098-1128</identifier><identifier>DOI: 10.1002/med.20074</identifier><identifier>PMID: 16788979</identifier><language>eng</language><publisher>Hoboken: Wiley Subscription Services, Inc., A Wiley Company</publisher><subject>Chemistry, Pharmaceutical - methods ; gem-disulfone ; metathesis ; sulfone ; Sulfones - chemistry ; Vinyl Compounds - chemistry ; vinylsulfone</subject><ispartof>Medicinal research reviews, 2006-11, Vol.26 (6), p.793-814</ispartof><rights>Copyright © 2006 Wiley Periodicals, Inc.</rights><rights>2006 Wiley Periodicals, Inc.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3614-3badb4549e80469928863b894758781c5f87fd91f9ffa019a2b4190905a9e63a3</citedby><cites>FETCH-LOGICAL-c3614-3badb4549e80469928863b894758781c5f87fd91f9ffa019a2b4190905a9e63a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fmed.20074$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fmed.20074$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16788979$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Meadows, D. Christopher</creatorcontrib><creatorcontrib>Gervay-Hague, Jacquelyn</creatorcontrib><title>Vinyl sulfones: Synthetic preparations and medicinal chemistry applications</title><title>Medicinal research reviews</title><addtitle>Med. Res. Rev</addtitle><description>Vinyl sulfones have long been known for their synthetic utility in organic chemistry, easily participating in 1,4‐addition reactions and cycloaddition reactions. This functional group has also recently been shown to potently inhibit a variety of enzymatic processes providing unique properties for drug design and medicinal chemistry. This review includes traditional methods used for the synthesis of vinyl sulfones, but focuses mainly on newer reactions applied to vinyl sulfones, including olefin metathesis, conjugate reduction, asymmetric dihydroxylation (AD), and the use of vinyl sulfones to arrive at highly functionalized targets, all illustrating the rich and versatile chemistry this group can efficiently perform. In addition, geminal disulfones are discussed with respect to their formation, reactions, and medicinal applications of this underutilized functional group. © 2006 Wiley Periodicals, Inc. Med Res Rev</description><subject>Chemistry, Pharmaceutical - methods</subject><subject>gem-disulfone</subject><subject>metathesis</subject><subject>sulfone</subject><subject>Sulfones - chemistry</subject><subject>Vinyl Compounds - chemistry</subject><subject>vinylsulfone</subject><issn>0198-6325</issn><issn>1098-1128</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp1kMtOwzAQRS0EoqWw4AdQVkgs0tpxHNvsUCnlUUDiVakby0kc1ZAmwU4E-XtcUrpjNaPRmTtzLwDHCA4RhMFopdJhACENd0AfQc58hAK2C_oQuT7CAemBA2vfIUSIILwPeiiijHHK--DuTRdt7tkmz8pC2XPvuS3qpap14lVGVdLIWpeF9WSReu6MTnQhcy9ZqpW2tWk9WVW5TjroEOxlMrfqaFMH4PVq8jK-9meP05vxxcxPcIRCH8cyjUMScsVgGHEeMBbhmPGQEkYZSkjGaJZylPEsk86CDOIQccghkVxFWOIBOO10K1N-NsrWwj2TqDyXhSobKyLGEcGQOPCsAxNTWmtUJiqjV9K0AkGxTk44S-I3OceebESbeD3dkpuoHDDqgC-dq_Z_JXE_ufyT9LsNF5X63m5I8yEiiikR84epIIv5HD-Ft2KBfwAoqob6</recordid><startdate>200611</startdate><enddate>200611</enddate><creator>Meadows, D. Christopher</creator><creator>Gervay-Hague, Jacquelyn</creator><general>Wiley Subscription Services, Inc., A Wiley Company</general><scope>BSCLL</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>200611</creationdate><title>Vinyl sulfones: Synthetic preparations and medicinal chemistry applications</title><author>Meadows, D. Christopher ; Gervay-Hague, Jacquelyn</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3614-3badb4549e80469928863b894758781c5f87fd91f9ffa019a2b4190905a9e63a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Chemistry, Pharmaceutical - methods</topic><topic>gem-disulfone</topic><topic>metathesis</topic><topic>sulfone</topic><topic>Sulfones - chemistry</topic><topic>Vinyl Compounds - chemistry</topic><topic>vinylsulfone</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Meadows, D. Christopher</creatorcontrib><creatorcontrib>Gervay-Hague, Jacquelyn</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Medicinal research reviews</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Meadows, D. Christopher</au><au>Gervay-Hague, Jacquelyn</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Vinyl sulfones: Synthetic preparations and medicinal chemistry applications</atitle><jtitle>Medicinal research reviews</jtitle><addtitle>Med. Res. Rev</addtitle><date>2006-11</date><risdate>2006</risdate><volume>26</volume><issue>6</issue><spage>793</spage><epage>814</epage><pages>793-814</pages><issn>0198-6325</issn><eissn>1098-1128</eissn><abstract>Vinyl sulfones have long been known for their synthetic utility in organic chemistry, easily participating in 1,4‐addition reactions and cycloaddition reactions. This functional group has also recently been shown to potently inhibit a variety of enzymatic processes providing unique properties for drug design and medicinal chemistry. This review includes traditional methods used for the synthesis of vinyl sulfones, but focuses mainly on newer reactions applied to vinyl sulfones, including olefin metathesis, conjugate reduction, asymmetric dihydroxylation (AD), and the use of vinyl sulfones to arrive at highly functionalized targets, all illustrating the rich and versatile chemistry this group can efficiently perform. In addition, geminal disulfones are discussed with respect to their formation, reactions, and medicinal applications of this underutilized functional group. © 2006 Wiley Periodicals, Inc. Med Res Rev</abstract><cop>Hoboken</cop><pub>Wiley Subscription Services, Inc., A Wiley Company</pub><pmid>16788979</pmid><doi>10.1002/med.20074</doi><tpages>22</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0198-6325 |
ispartof | Medicinal research reviews, 2006-11, Vol.26 (6), p.793-814 |
issn | 0198-6325 1098-1128 |
language | eng |
recordid | cdi_proquest_miscellaneous_68915305 |
source | MEDLINE; Wiley Online Library Journals Frontfile Complete |
subjects | Chemistry, Pharmaceutical - methods gem-disulfone metathesis sulfone Sulfones - chemistry Vinyl Compounds - chemistry vinylsulfone |
title | Vinyl sulfones: Synthetic preparations and medicinal chemistry applications |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-07T09%3A07%3A18IST&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=Vinyl%20sulfones:%20Synthetic%20preparations%20and%20medicinal%20chemistry%20applications&rft.jtitle=Medicinal%20research%20reviews&rft.au=Meadows,%20D.%20Christopher&rft.date=2006-11&rft.volume=26&rft.issue=6&rft.spage=793&rft.epage=814&rft.pages=793-814&rft.issn=0198-6325&rft.eissn=1098-1128&rft_id=info:doi/10.1002/med.20074&rft_dat=%3Cproquest_cross%3E68915305%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=68915305&rft_id=info:pmid/16788979&rfr_iscdi=true |