Cyclic enaminones. Part I: stereocontrolled synthesis using diastereoselective and catalytic asymmetric methods

Cyclic enaminones are versatile intermediates to construct a variety of azacyclic frameworks and have been widely used in alkaloid synthesis. Here, we summarize three approaches for stereoselective syntheses of cyclic enaminones and their functionalized derivatives. These include chiral substrates (...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemical communications (Cambridge, England) England), 2015-01, Vol.51 (92), p.16437-16449
Hauptverfasser: Chattopadhyay, Amit Kumar, Hanessian, Stephen
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 16449
container_issue 92
container_start_page 16437
container_title Chemical communications (Cambridge, England)
container_volume 51
creator Chattopadhyay, Amit Kumar
Hanessian, Stephen
description Cyclic enaminones are versatile intermediates to construct a variety of azacyclic frameworks and have been widely used in alkaloid synthesis. Here, we summarize three approaches for stereoselective syntheses of cyclic enaminones and their functionalized derivatives. These include chiral substrates (chirons) as starting materials, syntheses employing non-catalytic (stoichiometric) reagents, and catalytic asymmetric methods. Here, we summarize three approaches for stereoselective syntheses of cyclic enaminones and their functionalized derivatives. These include chiral substrates (chirons) as starting materials, syntheses employing non-catalytic (stoichiometric) reagents, and catalytic asymmetric methods.
doi_str_mv 10.1039/c5cc05891k
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1039_C5CC05891K</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1731793563</sourcerecordid><originalsourceid>FETCH-LOGICAL-c434t-53175c715d8a26d3b12e3857279d95e90d84fd790f1bfdaf1d958f39e1e1c2543</originalsourceid><addsrcrecordid>eNqFkUFP3DAQha0KVCjl0jvI3FClgB3bid1bFdF2BRIcWolb5LUnJZDEi8eLlH-P6VK4wVxmNO_T02geIV84O-FMmFOnnGNKG373gexyUclCSX299TQrU9RCqh3yCfGW5eJKfyQ7ZSUNk6zcJaGZ3dA7CpMd-ylMgCf0ysZEF98oJogQXJhSDMMAnuI8pRvAHuka--kv9b3dMAgDuNQ_ALWTp84mO8wpu1qcxxFSzGNuN8HjZ7Ld2QFh_7nvkT8_zn43v4qLy5-L5vtF4aSQqVCC18rVXHlty8qLJS9BaFWXtfFGgWFey87XhnV82Xnb8bzVnTDAgbtSSbFHjje-qxju14CpHXt0MAx2grDGlmvGpGa60u-jdT7GCFWJjH7doC4GxAhdu4r9aOPcctY-ZdE2qmn-ZXGe4cNn3_VyBP-C_n9-Bg42QET3or6GmfWjt_R25TvxCFeNmyQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1731793563</pqid></control><display><type>article</type><title>Cyclic enaminones. Part I: stereocontrolled synthesis using diastereoselective and catalytic asymmetric methods</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Chattopadhyay, Amit Kumar ; Hanessian, Stephen</creator><creatorcontrib>Chattopadhyay, Amit Kumar ; Hanessian, Stephen</creatorcontrib><description>Cyclic enaminones are versatile intermediates to construct a variety of azacyclic frameworks and have been widely used in alkaloid synthesis. Here, we summarize three approaches for stereoselective syntheses of cyclic enaminones and their functionalized derivatives. These include chiral substrates (chirons) as starting materials, syntheses employing non-catalytic (stoichiometric) reagents, and catalytic asymmetric methods. Here, we summarize three approaches for stereoselective syntheses of cyclic enaminones and their functionalized derivatives. These include chiral substrates (chirons) as starting materials, syntheses employing non-catalytic (stoichiometric) reagents, and catalytic asymmetric methods.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/c5cc05891k</identifier><identifier>PMID: 26490402</identifier><language>eng</language><publisher>England</publisher><subject>Alkaloids ; Asymmetry ; Catalysis ; Catalysts ; Chiron ; Derivatives ; Reagents ; Synthesis</subject><ispartof>Chemical communications (Cambridge, England), 2015-01, Vol.51 (92), p.16437-16449</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c434t-53175c715d8a26d3b12e3857279d95e90d84fd790f1bfdaf1d958f39e1e1c2543</citedby><cites>FETCH-LOGICAL-c434t-53175c715d8a26d3b12e3857279d95e90d84fd790f1bfdaf1d958f39e1e1c2543</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27922,27923</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/26490402$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Chattopadhyay, Amit Kumar</creatorcontrib><creatorcontrib>Hanessian, Stephen</creatorcontrib><title>Cyclic enaminones. Part I: stereocontrolled synthesis using diastereoselective and catalytic asymmetric methods</title><title>Chemical communications (Cambridge, England)</title><addtitle>Chem Commun (Camb)</addtitle><description>Cyclic enaminones are versatile intermediates to construct a variety of azacyclic frameworks and have been widely used in alkaloid synthesis. Here, we summarize three approaches for stereoselective syntheses of cyclic enaminones and their functionalized derivatives. These include chiral substrates (chirons) as starting materials, syntheses employing non-catalytic (stoichiometric) reagents, and catalytic asymmetric methods. Here, we summarize three approaches for stereoselective syntheses of cyclic enaminones and their functionalized derivatives. These include chiral substrates (chirons) as starting materials, syntheses employing non-catalytic (stoichiometric) reagents, and catalytic asymmetric methods.</description><subject>Alkaloids</subject><subject>Asymmetry</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Chiron</subject><subject>Derivatives</subject><subject>Reagents</subject><subject>Synthesis</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNqFkUFP3DAQha0KVCjl0jvI3FClgB3bid1bFdF2BRIcWolb5LUnJZDEi8eLlH-P6VK4wVxmNO_T02geIV84O-FMmFOnnGNKG373gexyUclCSX299TQrU9RCqh3yCfGW5eJKfyQ7ZSUNk6zcJaGZ3dA7CpMd-ylMgCf0ysZEF98oJogQXJhSDMMAnuI8pRvAHuka--kv9b3dMAgDuNQ_ALWTp84mO8wpu1qcxxFSzGNuN8HjZ7Ld2QFh_7nvkT8_zn43v4qLy5-L5vtF4aSQqVCC18rVXHlty8qLJS9BaFWXtfFGgWFey87XhnV82Xnb8bzVnTDAgbtSSbFHjje-qxju14CpHXt0MAx2grDGlmvGpGa60u-jdT7GCFWJjH7doC4GxAhdu4r9aOPcctY-ZdE2qmn-ZXGe4cNn3_VyBP-C_n9-Bg42QET3or6GmfWjt_R25TvxCFeNmyQ</recordid><startdate>20150101</startdate><enddate>20150101</enddate><creator>Chattopadhyay, Amit Kumar</creator><creator>Hanessian, Stephen</creator><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20150101</creationdate><title>Cyclic enaminones. Part I: stereocontrolled synthesis using diastereoselective and catalytic asymmetric methods</title><author>Chattopadhyay, Amit Kumar ; Hanessian, Stephen</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c434t-53175c715d8a26d3b12e3857279d95e90d84fd790f1bfdaf1d958f39e1e1c2543</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Alkaloids</topic><topic>Asymmetry</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Chiron</topic><topic>Derivatives</topic><topic>Reagents</topic><topic>Synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chattopadhyay, Amit Kumar</creatorcontrib><creatorcontrib>Hanessian, Stephen</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chattopadhyay, Amit Kumar</au><au>Hanessian, Stephen</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cyclic enaminones. Part I: stereocontrolled synthesis using diastereoselective and catalytic asymmetric methods</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><addtitle>Chem Commun (Camb)</addtitle><date>2015-01-01</date><risdate>2015</risdate><volume>51</volume><issue>92</issue><spage>16437</spage><epage>16449</epage><pages>16437-16449</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>Cyclic enaminones are versatile intermediates to construct a variety of azacyclic frameworks and have been widely used in alkaloid synthesis. Here, we summarize three approaches for stereoselective syntheses of cyclic enaminones and their functionalized derivatives. These include chiral substrates (chirons) as starting materials, syntheses employing non-catalytic (stoichiometric) reagents, and catalytic asymmetric methods. Here, we summarize three approaches for stereoselective syntheses of cyclic enaminones and their functionalized derivatives. These include chiral substrates (chirons) as starting materials, syntheses employing non-catalytic (stoichiometric) reagents, and catalytic asymmetric methods.</abstract><cop>England</cop><pmid>26490402</pmid><doi>10.1039/c5cc05891k</doi><tpages>13</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1359-7345
ispartof Chemical communications (Cambridge, England), 2015-01, Vol.51 (92), p.16437-16449
issn 1359-7345
1364-548X
language eng
recordid cdi_crossref_primary_10_1039_C5CC05891K
source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Alkaloids
Asymmetry
Catalysis
Catalysts
Chiron
Derivatives
Reagents
Synthesis
title Cyclic enaminones. Part I: stereocontrolled synthesis using diastereoselective and catalytic asymmetric methods
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-13T18%3A07%3A44IST&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=Cyclic%20enaminones.%20Part%20I:%20stereocontrolled%20synthesis%20using%20diastereoselective%20and%20catalytic%20asymmetric%20methods&rft.jtitle=Chemical%20communications%20(Cambridge,%20England)&rft.au=Chattopadhyay,%20Amit%20Kumar&rft.date=2015-01-01&rft.volume=51&rft.issue=92&rft.spage=16437&rft.epage=16449&rft.pages=16437-16449&rft.issn=1359-7345&rft.eissn=1364-548X&rft_id=info:doi/10.1039/c5cc05891k&rft_dat=%3Cproquest_cross%3E1731793563%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=1731793563&rft_id=info:pmid/26490402&rfr_iscdi=true