Organocatalytic Asymmetric Synthesis of 3,3‐Disubstituted 3,4‐Dihydro‐2‐quinolones

The first organocatalytic asymmetric reaction employing 3,4‐dihydro‐2‐quinolone has been developed leading to the synthesis of biologically important 3,3‐disubstituted‐dihydro‐2‐quinolones. Cinchona alkaloid derived bifunctional amino‐thiourea catalysts were found to be the best catalysts. The produ...

Ausführliche Beschreibung

Gespeichert in:

Bibliographische Detailangaben
Veröffentlicht in:	Advanced synthesis & catalysis 2017-11, Vol.359 (22), p.3911-3916
Hauptverfasser:	Mukhopadhyay, Soumendranath, Nath, Utpal, Pan, Subhas Chandra
Format:	Artikel
Sprache:	eng
Schlagworte:	2-quinolone asymmetric Catalysis Catalysts Chemical synthesis Michael addition organocatalysis quaternary center
Online-Zugang:	Volltext
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!

container_end_page	3916
container_issue	22
container_start_page	3911
container_title	Advanced synthesis & catalysis
container_volume	359
creator	Mukhopadhyay, Soumendranath Nath, Utpal Pan, Subhas Chandra
description	The first organocatalytic asymmetric reaction employing 3,4‐dihydro‐2‐quinolone has been developed leading to the synthesis of biologically important 3,3‐disubstituted‐dihydro‐2‐quinolones. Cinchona alkaloid derived bifunctional amino‐thiourea catalysts were found to be the best catalysts. The products were obtained in high enantio‐ and good diastereoselectivities and also few synthetic transformations have been demonstrated.
doi_str_mv	10.1002/adsc.201700655
format	Article
fullrecord	<record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_1967339593</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1967339593</sourcerecordid><originalsourceid>FETCH-LOGICAL-c4205-e1715475222a6ac05dd6487839c357a5cca446e49a777b23a8797d92071e64d73</originalsourceid><addsrcrecordid>eNqFkM1KAzEUhYMoWKtb1wW3Ts1_JsvS-geFLtSNm5BmUpsynbRJBpmdj-Az-iSmVurSxeUeDt-5Fw4AlwgOEYT4RlfRDDFEAkLO2BHoIY5YQRGXxwfN4Ck4i3EFM1YK0QOvs_CmG2900nWXnBmMYrde2xSyfOqatLTRxYFfDMg1-fr4nLjYzmNyqU22yh798ZZdFXxWOM-2dY2vfWPjOThZ6Drai9_dBy93t8_jh2I6u38cj6aFoRiywiKBGBUMY6y5NpBVFaelKIk0hAnNjNGUckulFkLMMdGlkKKSGApkOa0E6YOr_d1N8NvWxqRWvg1NfqmQ5IIQySTJ1HBPmeBjDHahNsGtdegUgmrXn9r1pw795YDcB95dbbt_aDWaPI3_st_m_HcK</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1967339593</pqid></control><display><type>article</type><title>Organocatalytic Asymmetric Synthesis of 3,3‐Disubstituted 3,4‐Dihydro‐2‐quinolones</title><source>Wiley Online Library Journals Frontfile Complete</source><creator>Mukhopadhyay, Soumendranath ; Nath, Utpal ; Pan, Subhas Chandra</creator><creatorcontrib>Mukhopadhyay, Soumendranath ; Nath, Utpal ; Pan, Subhas Chandra</creatorcontrib><description>The first organocatalytic asymmetric reaction employing 3,4‐dihydro‐2‐quinolone has been developed leading to the synthesis of biologically important 3,3‐disubstituted‐dihydro‐2‐quinolones. Cinchona alkaloid derived bifunctional amino‐thiourea catalysts were found to be the best catalysts. The products were obtained in high enantio‐ and good diastereoselectivities and also few synthetic transformations have been demonstrated.</description><identifier>ISSN: 1615-4150</identifier><identifier>EISSN: 1615-4169</identifier><identifier>DOI: 10.1002/adsc.201700655</identifier><language>eng</language><publisher>Heidelberg: Wiley Subscription Services, Inc</publisher><subject>2-quinolone ; asymmetric ; Catalysis ; Catalysts ; Chemical synthesis ; Michael addition ; organocatalysis ; quaternary center</subject><ispartof>Advanced synthesis & catalysis, 2017-11, Vol.359 (22), p.3911-3916</ispartof><rights>2017 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4205-e1715475222a6ac05dd6487839c357a5cca446e49a777b23a8797d92071e64d73</citedby><cites>FETCH-LOGICAL-c4205-e1715475222a6ac05dd6487839c357a5cca446e49a777b23a8797d92071e64d73</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%2Fadsc.201700655$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fadsc.201700655$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,778,782,1414,27907,27908,45557,45558</link.rule.ids></links><search><creatorcontrib>Mukhopadhyay, Soumendranath</creatorcontrib><creatorcontrib>Nath, Utpal</creatorcontrib><creatorcontrib>Pan, Subhas Chandra</creatorcontrib><title>Organocatalytic Asymmetric Synthesis of 3,3‐Disubstituted 3,4‐Dihydro‐2‐quinolones</title><title>Advanced synthesis & catalysis</title><description>The first organocatalytic asymmetric reaction employing 3,4‐dihydro‐2‐quinolone has been developed leading to the synthesis of biologically important 3,3‐disubstituted‐dihydro‐2‐quinolones. Cinchona alkaloid derived bifunctional amino‐thiourea catalysts were found to be the best catalysts. The products were obtained in high enantio‐ and good diastereoselectivities and also few synthetic transformations have been demonstrated.</description><subject>2-quinolone</subject><subject>asymmetric</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Chemical synthesis</subject><subject>Michael addition</subject><subject>organocatalysis</subject><subject>quaternary center</subject><issn>1615-4150</issn><issn>1615-4169</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNqFkM1KAzEUhYMoWKtb1wW3Ts1_JsvS-geFLtSNm5BmUpsynbRJBpmdj-Az-iSmVurSxeUeDt-5Fw4AlwgOEYT4RlfRDDFEAkLO2BHoIY5YQRGXxwfN4Ck4i3EFM1YK0QOvs_CmG2900nWXnBmMYrde2xSyfOqatLTRxYFfDMg1-fr4nLjYzmNyqU22yh798ZZdFXxWOM-2dY2vfWPjOThZ6Drai9_dBy93t8_jh2I6u38cj6aFoRiywiKBGBUMY6y5NpBVFaelKIk0hAnNjNGUckulFkLMMdGlkKKSGApkOa0E6YOr_d1N8NvWxqRWvg1NfqmQ5IIQySTJ1HBPmeBjDHahNsGtdegUgmrXn9r1pw795YDcB95dbbt_aDWaPI3_st_m_HcK</recordid><startdate>20171123</startdate><enddate>20171123</enddate><creator>Mukhopadhyay, Soumendranath</creator><creator>Nath, Utpal</creator><creator>Pan, Subhas Chandra</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7U5</scope><scope>8FD</scope><scope>L7M</scope></search><sort><creationdate>20171123</creationdate><title>Organocatalytic Asymmetric Synthesis of 3,3‐Disubstituted 3,4‐Dihydro‐2‐quinolones</title><author>Mukhopadhyay, Soumendranath ; Nath, Utpal ; Pan, Subhas Chandra</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4205-e1715475222a6ac05dd6487839c357a5cca446e49a777b23a8797d92071e64d73</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>2-quinolone</topic><topic>asymmetric</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Chemical synthesis</topic><topic>Michael addition</topic><topic>organocatalysis</topic><topic>quaternary center</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mukhopadhyay, Soumendranath</creatorcontrib><creatorcontrib>Nath, Utpal</creatorcontrib><creatorcontrib>Pan, Subhas Chandra</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 & catalysis</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mukhopadhyay, Soumendranath</au><au>Nath, Utpal</au><au>Pan, Subhas Chandra</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Organocatalytic Asymmetric Synthesis of 3,3‐Disubstituted 3,4‐Dihydro‐2‐quinolones</atitle><jtitle>Advanced synthesis & catalysis</jtitle><date>2017-11-23</date><risdate>2017</risdate><volume>359</volume><issue>22</issue><spage>3911</spage><epage>3916</epage><pages>3911-3916</pages><issn>1615-4150</issn><eissn>1615-4169</eissn><abstract>The first organocatalytic asymmetric reaction employing 3,4‐dihydro‐2‐quinolone has been developed leading to the synthesis of biologically important 3,3‐disubstituted‐dihydro‐2‐quinolones. Cinchona alkaloid derived bifunctional amino‐thiourea catalysts were found to be the best catalysts. The products were obtained in high enantio‐ and good diastereoselectivities and also few synthetic transformations have been demonstrated.</abstract><cop>Heidelberg</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/adsc.201700655</doi><tpages>6</tpages></addata></record>
fulltext	fulltext
identifier	ISSN: 1615-4150
ispartof	Advanced synthesis & catalysis, 2017-11, Vol.359 (22), p.3911-3916
issn	1615-4150 1615-4169
language	eng
recordid	cdi_proquest_journals_1967339593
source	Wiley Online Library Journals Frontfile Complete
subjects	2-quinolone asymmetric Catalysis Catalysts Chemical synthesis Michael addition organocatalysis quaternary center
title	Organocatalytic Asymmetric Synthesis of 3,3‐Disubstituted 3,4‐Dihydro‐2‐quinolones
url	https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-16T16%3A25%3A11IST&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=Organocatalytic%20Asymmetric%20Synthesis%20of%203,3%E2%80%90Disubstituted%203,4%E2%80%90Dihydro%E2%80%902%E2%80%90quinolones&rft.jtitle=Advanced%20synthesis%20&%20catalysis&rft.au=Mukhopadhyay,%20Soumendranath&rft.date=2017-11-23&rft.volume=359&rft.issue=22&rft.spage=3911&rft.epage=3916&rft.pages=3911-3916&rft.issn=1615-4150&rft.eissn=1615-4169&rft_id=info:doi/10.1002/adsc.201700655&rft_dat=%3Cproquest_cross%3E1967339593%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=1967339593&rft_id=info:pmid/&rfr_iscdi=true