C5’‐Nitrated Cinchona Catalysts for Asymmetric Michael Addition Reaction
C5’‐Nitro‐dihydroquinine (Q1), prepared from dihydroquinine (HQ), exhibited high catalytic activity in an asymmetric Michael reaction. The nitro group at the C5’ position of Q1 was vertically fixed to the quinoline ring, as confirmed by X‐ray crystallography. Q1 exerted a high level of asymmetric in...
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| Veröffentlicht in: | Asian journal of organic chemistry 2022-06, Vol.11 (6), p.n/a |
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| creator | Farhadur Rahman, Mohammad Yangyuayang, Chouthor Fujisawa, Ikuhide Haraguchi, Naoki Itsuno, Shinichi |
| description | C5’‐Nitro‐dihydroquinine (Q1), prepared from dihydroquinine (HQ), exhibited high catalytic activity in an asymmetric Michael reaction. The nitro group at the C5’ position of Q1 was vertically fixed to the quinoline ring, as confirmed by X‐ray crystallography. Q1 exerted a high level of asymmetric induction, superior to that of the non‐nitrated HQ catalyst.
C5’‐Nitro‐dihydroquinine (Q1), prepared from dihydroquinine (HQ), showed high catalytic activity in an asymmetric Michael reaction. Q1 exerted a high level of asymmetric induction, superior to that of the non‐nitrated HQ catalyst. |
| doi_str_mv | 10.1002/ajoc.202200113 |
| format | Article |
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C5’‐Nitro‐dihydroquinine (Q1), prepared from dihydroquinine (HQ), showed high catalytic activity in an asymmetric Michael reaction. Q1 exerted a high level of asymmetric induction, superior to that of the non‐nitrated HQ catalyst.</description><identifier>ISSN: 2193-5807</identifier><identifier>EISSN: 2193-5815</identifier><identifier>DOI: 10.1002/ajoc.202200113</identifier><language>eng</language><publisher>Weinheim: Wiley Subscription Services, Inc</publisher><subject>Asymmetric reaction ; Asymmetry ; Catalysts ; Catalytic activity ; Crystallography ; Diastereoselectivity ; Michael addition ; Michael reaction ; Nitrated cinchona alkaloid ; Nitration ; Organic chemistry ; Quinoline</subject><ispartof>Asian journal of organic chemistry, 2022-06, Vol.11 (6), p.n/a</ispartof><rights>2022 Wiley‐VCH GmbH</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c3383-b22c1c8269db05833b226c5279b70b087395a05ead43d0b7e9e0794838de3c93</cites><orcidid>0000-0003-0915-3559</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%2Fajoc.202200113$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fajoc.202200113$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Farhadur Rahman, Mohammad</creatorcontrib><creatorcontrib>Yangyuayang, Chouthor</creatorcontrib><creatorcontrib>Fujisawa, Ikuhide</creatorcontrib><creatorcontrib>Haraguchi, Naoki</creatorcontrib><creatorcontrib>Itsuno, Shinichi</creatorcontrib><title>C5’‐Nitrated Cinchona Catalysts for Asymmetric Michael Addition Reaction</title><title>Asian journal of organic chemistry</title><description>C5’‐Nitro‐dihydroquinine (Q1), prepared from dihydroquinine (HQ), exhibited high catalytic activity in an asymmetric Michael reaction. The nitro group at the C5’ position of Q1 was vertically fixed to the quinoline ring, as confirmed by X‐ray crystallography. Q1 exerted a high level of asymmetric induction, superior to that of the non‐nitrated HQ catalyst.
C5’‐Nitro‐dihydroquinine (Q1), prepared from dihydroquinine (HQ), showed high catalytic activity in an asymmetric Michael reaction. Q1 exerted a high level of asymmetric induction, superior to that of the non‐nitrated HQ catalyst.</description><subject>Asymmetric reaction</subject><subject>Asymmetry</subject><subject>Catalysts</subject><subject>Catalytic activity</subject><subject>Crystallography</subject><subject>Diastereoselectivity</subject><subject>Michael addition</subject><subject>Michael reaction</subject><subject>Nitrated cinchona alkaloid</subject><subject>Nitration</subject><subject>Organic chemistry</subject><subject>Quinoline</subject><issn>2193-5807</issn><issn>2193-5815</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNqFkM1KAzEUhYMoWLRb1wHXU2-SpkmWw-Av1YJ0HzKZlKZMZ2qSIrPrI7j19fokTqnUpXdzD5dzzoUPoRsCIwJA78yqtSMKlAIQws7QgBLFMi4JPz9pEJdoGOMK-hFCEaoGaFrw_e57v_t68ymY5Cpc-MYu28bgwiRTdzFFvGgDzmO3XrsUvMWv3i6Nq3FeVT75tsHvztiDuEYXC1NHN_zdV2j-cD8vnrLp7PG5yKeZZUyyrKTUEivpRFUlcMlYf5hYToUqBZQgBVPcAHemGrMKSuGUA6HGksnKMavYFbo91m5C-7F1MelVuw1N_1HTiej7OBesd42OLhvaGINb6E3waxM6TUAfmOkDM31i1gfUMfDpa9f949b5y6z4y_4A_OFwLg</recordid><startdate>202206</startdate><enddate>202206</enddate><creator>Farhadur Rahman, Mohammad</creator><creator>Yangyuayang, Chouthor</creator><creator>Fujisawa, Ikuhide</creator><creator>Haraguchi, Naoki</creator><creator>Itsuno, Shinichi</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0003-0915-3559</orcidid></search><sort><creationdate>202206</creationdate><title>C5’‐Nitrated Cinchona Catalysts for Asymmetric Michael Addition Reaction</title><author>Farhadur Rahman, Mohammad ; Yangyuayang, Chouthor ; Fujisawa, Ikuhide ; Haraguchi, Naoki ; Itsuno, Shinichi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3383-b22c1c8269db05833b226c5279b70b087395a05ead43d0b7e9e0794838de3c93</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Asymmetric reaction</topic><topic>Asymmetry</topic><topic>Catalysts</topic><topic>Catalytic activity</topic><topic>Crystallography</topic><topic>Diastereoselectivity</topic><topic>Michael addition</topic><topic>Michael reaction</topic><topic>Nitrated cinchona alkaloid</topic><topic>Nitration</topic><topic>Organic chemistry</topic><topic>Quinoline</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Farhadur Rahman, Mohammad</creatorcontrib><creatorcontrib>Yangyuayang, Chouthor</creatorcontrib><creatorcontrib>Fujisawa, Ikuhide</creatorcontrib><creatorcontrib>Haraguchi, Naoki</creatorcontrib><creatorcontrib>Itsuno, Shinichi</creatorcontrib><collection>CrossRef</collection><jtitle>Asian journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Farhadur Rahman, Mohammad</au><au>Yangyuayang, Chouthor</au><au>Fujisawa, Ikuhide</au><au>Haraguchi, Naoki</au><au>Itsuno, Shinichi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>C5’‐Nitrated Cinchona Catalysts for Asymmetric Michael Addition Reaction</atitle><jtitle>Asian journal of organic chemistry</jtitle><date>2022-06</date><risdate>2022</risdate><volume>11</volume><issue>6</issue><epage>n/a</epage><issn>2193-5807</issn><eissn>2193-5815</eissn><abstract>C5’‐Nitro‐dihydroquinine (Q1), prepared from dihydroquinine (HQ), exhibited high catalytic activity in an asymmetric Michael reaction. The nitro group at the C5’ position of Q1 was vertically fixed to the quinoline ring, as confirmed by X‐ray crystallography. Q1 exerted a high level of asymmetric induction, superior to that of the non‐nitrated HQ catalyst.
C5’‐Nitro‐dihydroquinine (Q1), prepared from dihydroquinine (HQ), showed high catalytic activity in an asymmetric Michael reaction. Q1 exerted a high level of asymmetric induction, superior to that of the non‐nitrated HQ catalyst.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/ajoc.202200113</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0003-0915-3559</orcidid></addata></record> |
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| subjects | Asymmetric reaction Asymmetry Catalysts Catalytic activity Crystallography Diastereoselectivity Michael addition Michael reaction Nitrated cinchona alkaloid Nitration Organic chemistry Quinoline |
| title | C5’‐Nitrated Cinchona Catalysts for Asymmetric Michael Addition Reaction |
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