Enantioselective bromination of axially chiral cyanoarenes in the presence of bifunctional organocatalysts
Enantioselective bromination of axially chiral cyanoarenes bearing high intrinsic rotational barriers via dynamic kinetic resolution using bifunctional organocatalysts is reported. Sequential addition of a brominating reagent in several portions at an optimized temperature was effective in accomplis...
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| Veröffentlicht in: | RSC advances 2019, Vol.9 (54), p.31654-31658 |
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| container_issue | 54 |
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| container_title | RSC advances |
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| creator | Wada, Yuuki Matsumoto, Akira Asano, Keisuke Matsubara, Seijiro |
| description | Enantioselective bromination of axially chiral cyanoarenes bearing high intrinsic rotational barriers
via
dynamic kinetic resolution using bifunctional organocatalysts is reported. Sequential addition of a brominating reagent in several portions at an optimized temperature was effective in accomplishing high enantioselectivities.
Enantioselective bromination of axially chiral cyanoarenes bearing high intrinsic rotational barriers
via
dynamic kinetic resolution using bifunctional organocatalysts is reported. |
| doi_str_mv | 10.1039/c9ra05532k |
| format | Article |
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via
dynamic kinetic resolution using bifunctional organocatalysts is reported. Sequential addition of a brominating reagent in several portions at an optimized temperature was effective in accomplishing high enantioselectivities.
Enantioselective bromination of axially chiral cyanoarenes bearing high intrinsic rotational barriers
via
dynamic kinetic resolution using bifunctional organocatalysts is reported.</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/c9ra05532k</identifier><identifier>PMID: 35527922</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Bromination ; Chemistry ; Crystallography ; Enantiomers ; NMR ; Nuclear magnetic resonance ; Reagents</subject><ispartof>RSC advances, 2019, Vol.9 (54), p.31654-31658</ispartof><rights>This journal is © The Royal Society of Chemistry.</rights><rights>Copyright Royal Society of Chemistry 2019</rights><rights>This journal is © The Royal Society of Chemistry 2019 The Royal Society of Chemistry</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c564t-11b9eaeb32d7255c477118dddd46aabef1052d7673365bfd5711fc29390c95b63</citedby><cites>FETCH-LOGICAL-c564t-11b9eaeb32d7255c477118dddd46aabef1052d7673365bfd5711fc29390c95b63</cites><orcidid>0000-0002-3719-8597 ; 0000-0002-9272-2937 ; 0000-0001-8484-4574</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/PMC9072646/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC9072646/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,723,776,780,860,881,4010,27900,27901,27902,53766,53768</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/35527922$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wada, Yuuki</creatorcontrib><creatorcontrib>Matsumoto, Akira</creatorcontrib><creatorcontrib>Asano, Keisuke</creatorcontrib><creatorcontrib>Matsubara, Seijiro</creatorcontrib><title>Enantioselective bromination of axially chiral cyanoarenes in the presence of bifunctional organocatalysts</title><title>RSC advances</title><addtitle>RSC Adv</addtitle><description>Enantioselective bromination of axially chiral cyanoarenes bearing high intrinsic rotational barriers
via
dynamic kinetic resolution using bifunctional organocatalysts is reported. Sequential addition of a brominating reagent in several portions at an optimized temperature was effective in accomplishing high enantioselectivities.
Enantioselective bromination of axially chiral cyanoarenes bearing high intrinsic rotational barriers
via
dynamic kinetic resolution using bifunctional organocatalysts is reported.</description><subject>Bromination</subject><subject>Chemistry</subject><subject>Crystallography</subject><subject>Enantiomers</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Reagents</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNp9kt1LHDEUxYNUVKwvfW-Z0pdSWJuPSbJ5KchiP1AQin0OdzJ33GxnkzWZke5_36yrW-uD9yUh55fDCSeEvGH0lFFhPjuTgEop-O89csRprSacKvPqyf6QnOS8oGWUZFyxA3IopOTacH5EFucBwuBjxh7d4O-walJc-gDlLFSxq-CPh75fV27uE_SVW0OIkDBgrnyohjlWq4QZg8MN3fhuDG5zt7Ax3RTYwQD9Og_5NdnvoM948rAek19fz69n3yeXV99-zM4uJ06qepgw1hgEbARvNZfS1VozNm3L1AqgwY5RWSSlhVCy6VpZ5M5xIwx1RjZKHJMvW9_V2CyxdRiGktyukl9CWtsI3v6vBD-3N_HOGqq5qjcGHx8MUrwdMQ926bPDvoeAccyWK8XqaS3ZtKAfnqGLOKby-EIJyvRUa1MX6tOWcinmnLDbhWHUblq0M_Pz7L7FiwK_exp_hz52VoC3WyBlt1P_fYOiv39Jt6u2E38B5aOvqg</recordid><startdate>2019</startdate><enddate>2019</enddate><creator>Wada, Yuuki</creator><creator>Matsumoto, Akira</creator><creator>Asano, Keisuke</creator><creator>Matsubara, Seijiro</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/0000-0002-3719-8597</orcidid><orcidid>https://orcid.org/0000-0002-9272-2937</orcidid><orcidid>https://orcid.org/0000-0001-8484-4574</orcidid></search><sort><creationdate>2019</creationdate><title>Enantioselective bromination of axially chiral cyanoarenes in the presence of bifunctional organocatalysts</title><author>Wada, Yuuki ; Matsumoto, Akira ; Asano, Keisuke ; Matsubara, Seijiro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c564t-11b9eaeb32d7255c477118dddd46aabef1052d7673365bfd5711fc29390c95b63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Bromination</topic><topic>Chemistry</topic><topic>Crystallography</topic><topic>Enantiomers</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Reagents</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wada, Yuuki</creatorcontrib><creatorcontrib>Matsumoto, Akira</creatorcontrib><creatorcontrib>Asano, Keisuke</creatorcontrib><creatorcontrib>Matsubara, Seijiro</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>Wada, Yuuki</au><au>Matsumoto, Akira</au><au>Asano, Keisuke</au><au>Matsubara, Seijiro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Enantioselective bromination of axially chiral cyanoarenes in the presence of bifunctional organocatalysts</atitle><jtitle>RSC advances</jtitle><addtitle>RSC Adv</addtitle><date>2019</date><risdate>2019</risdate><volume>9</volume><issue>54</issue><spage>31654</spage><epage>31658</epage><pages>31654-31658</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>Enantioselective bromination of axially chiral cyanoarenes bearing high intrinsic rotational barriers
via
dynamic kinetic resolution using bifunctional organocatalysts is reported. Sequential addition of a brominating reagent in several portions at an optimized temperature was effective in accomplishing high enantioselectivities.
Enantioselective bromination of axially chiral cyanoarenes bearing high intrinsic rotational barriers
via
dynamic kinetic resolution using bifunctional organocatalysts is reported.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>35527922</pmid><doi>10.1039/c9ra05532k</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-3719-8597</orcidid><orcidid>https://orcid.org/0000-0002-9272-2937</orcidid><orcidid>https://orcid.org/0000-0001-8484-4574</orcidid><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 2046-2069 |
| ispartof | RSC advances, 2019, Vol.9 (54), p.31654-31658 |
| issn | 2046-2069 2046-2069 |
| language | eng |
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| source | DOAJ Directory of Open Access Journals; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; PubMed Central; PubMed Central Open Access |
| subjects | Bromination Chemistry Crystallography Enantiomers NMR Nuclear magnetic resonance Reagents |
| title | Enantioselective bromination of axially chiral cyanoarenes in the presence of bifunctional organocatalysts |
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