Stereogenic -2-substituted--acetyl-3-hydroxy-indolines ruthenium()-catalyzed dynamic kinetic resolution-asymmetric transfer hydrogenation
Ruthenium( ii )-catalyzed dynamic kinetic resolution-asymmetric transfer hydrogenation of racemic 2-substituted- N -acetyl-3-oxoindolines to cis -2-substituted- N -acetyl-3-hydroxyindolines is reported. Using the homochiral {Ru[TfDPEN]( p -cymene)} catalyst with S/C = 400 in a HCO 2 H/Et 3 N mixture...
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| Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2018-11, Vol.54 (96), p.1353-1356 |
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| container_title | Chemical communications (Cambridge, England) |
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| creator | Luo, Zhonghua Sun, Guodong Zhou, Zihong Liu, Guozhu Luan, Baolei Lin, Yicao Zhang, Lei Wang, Zhongqing |
| description | Ruthenium(
ii
)-catalyzed dynamic kinetic resolution-asymmetric transfer hydrogenation of racemic 2-substituted-
N
-acetyl-3-oxoindolines to
cis
-2-substituted-
N
-acetyl-3-hydroxyindolines is reported. Using the homochiral {Ru[TfDPEN](
p
-cymene)} catalyst with S/C = 400 in a HCO
2
H/Et
3
N mixture, up to >99.9% ee and >99 : 1 dr are obtained with high yields (79-98%). This method provides the first example of preparing enantiomerically pure indolines through asymmetric transfer hydrogenation (ATH).
Ruthenium(
ii
)-catalyzed dynamic kinetic resolution-asymmetric transfer hydrogenation of racemic 2-substituted-
N
-acetyl-3-oxoindolines is reported, affording
cis
-2-substituted-
N
-acetyl-3-hydroxyindolines in high yields with excellent diastereoselectivity and enantioselectivity. |
| doi_str_mv | 10.1039/c8cc07336h |
| format | Article |
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ii
)-catalyzed dynamic kinetic resolution-asymmetric transfer hydrogenation of racemic 2-substituted-
N
-acetyl-3-oxoindolines to
cis
-2-substituted-
N
-acetyl-3-hydroxyindolines is reported. Using the homochiral {Ru[TfDPEN](
p
-cymene)} catalyst with S/C = 400 in a HCO
2
H/Et
3
N mixture, up to >99.9% ee and >99 : 1 dr are obtained with high yields (79-98%). This method provides the first example of preparing enantiomerically pure indolines through asymmetric transfer hydrogenation (ATH).
Ruthenium(
ii
)-catalyzed dynamic kinetic resolution-asymmetric transfer hydrogenation of racemic 2-substituted-
N
-acetyl-3-oxoindolines is reported, affording
cis
-2-substituted-
N
-acetyl-3-hydroxyindolines in high yields with excellent diastereoselectivity and enantioselectivity.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/c8cc07336h</identifier><ispartof>Chemical communications (Cambridge, England), 2018-11, Vol.54 (96), p.1353-1356</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Luo, Zhonghua</creatorcontrib><creatorcontrib>Sun, Guodong</creatorcontrib><creatorcontrib>Zhou, Zihong</creatorcontrib><creatorcontrib>Liu, Guozhu</creatorcontrib><creatorcontrib>Luan, Baolei</creatorcontrib><creatorcontrib>Lin, Yicao</creatorcontrib><creatorcontrib>Zhang, Lei</creatorcontrib><creatorcontrib>Wang, Zhongqing</creatorcontrib><title>Stereogenic -2-substituted--acetyl-3-hydroxy-indolines ruthenium()-catalyzed dynamic kinetic resolution-asymmetric transfer hydrogenation</title><title>Chemical communications (Cambridge, England)</title><description>Ruthenium(
ii
)-catalyzed dynamic kinetic resolution-asymmetric transfer hydrogenation of racemic 2-substituted-
N
-acetyl-3-oxoindolines to
cis
-2-substituted-
N
-acetyl-3-hydroxyindolines is reported. Using the homochiral {Ru[TfDPEN](
p
-cymene)} catalyst with S/C = 400 in a HCO
2
H/Et
3
N mixture, up to >99.9% ee and >99 : 1 dr are obtained with high yields (79-98%). This method provides the first example of preparing enantiomerically pure indolines through asymmetric transfer hydrogenation (ATH).
Ruthenium(
ii
)-catalyzed dynamic kinetic resolution-asymmetric transfer hydrogenation of racemic 2-substituted-
N
-acetyl-3-oxoindolines is reported, affording
cis
-2-substituted-
N
-acetyl-3-hydroxyindolines in high yields with excellent diastereoselectivity and enantioselectivity.</description><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqFT7tOAzEQtBBIhEBDj3QlFBvu8F1yqREoPRR0kbE3nMEP5F1LmD_gr3EQEiXbzGpmdlYjxHnXLrpWrq_1qHW7knI5HYhZJ5c9DP34dLjfhzWsZD8cixOi17ZON4wz8fXAmDC-YLC6gRug_ExsOTMaAKWRiwMJUzEpfhSwwURnA1KTMk_1JvvLK9CKlSufaBpTgvI16K16uGJCii6zjQEUFe-RU2U5qUA7TM1PbH2t9o5TcbRTjvDsF-fi4v7u8XYDifT2PVmvUtn-9ZP_6d8u31gE</recordid><startdate>20181129</startdate><enddate>20181129</enddate><creator>Luo, Zhonghua</creator><creator>Sun, Guodong</creator><creator>Zhou, Zihong</creator><creator>Liu, Guozhu</creator><creator>Luan, Baolei</creator><creator>Lin, Yicao</creator><creator>Zhang, Lei</creator><creator>Wang, Zhongqing</creator><scope/></search><sort><creationdate>20181129</creationdate><title>Stereogenic -2-substituted--acetyl-3-hydroxy-indolines ruthenium()-catalyzed dynamic kinetic resolution-asymmetric transfer hydrogenation</title><author>Luo, Zhonghua ; Sun, Guodong ; Zhou, Zihong ; Liu, Guozhu ; Luan, Baolei ; Lin, Yicao ; Zhang, Lei ; Wang, Zhongqing</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_c8cc07336h3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><creationdate>2018</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Luo, Zhonghua</creatorcontrib><creatorcontrib>Sun, Guodong</creatorcontrib><creatorcontrib>Zhou, Zihong</creatorcontrib><creatorcontrib>Liu, Guozhu</creatorcontrib><creatorcontrib>Luan, Baolei</creatorcontrib><creatorcontrib>Lin, Yicao</creatorcontrib><creatorcontrib>Zhang, Lei</creatorcontrib><creatorcontrib>Wang, Zhongqing</creatorcontrib><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Luo, Zhonghua</au><au>Sun, Guodong</au><au>Zhou, Zihong</au><au>Liu, Guozhu</au><au>Luan, Baolei</au><au>Lin, Yicao</au><au>Zhang, Lei</au><au>Wang, Zhongqing</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Stereogenic -2-substituted--acetyl-3-hydroxy-indolines ruthenium()-catalyzed dynamic kinetic resolution-asymmetric transfer hydrogenation</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><date>2018-11-29</date><risdate>2018</risdate><volume>54</volume><issue>96</issue><spage>1353</spage><epage>1356</epage><pages>1353-1356</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>Ruthenium(
ii
)-catalyzed dynamic kinetic resolution-asymmetric transfer hydrogenation of racemic 2-substituted-
N
-acetyl-3-oxoindolines to
cis
-2-substituted-
N
-acetyl-3-hydroxyindolines is reported. Using the homochiral {Ru[TfDPEN](
p
-cymene)} catalyst with S/C = 400 in a HCO
2
H/Et
3
N mixture, up to >99.9% ee and >99 : 1 dr are obtained with high yields (79-98%). This method provides the first example of preparing enantiomerically pure indolines through asymmetric transfer hydrogenation (ATH).
Ruthenium(
ii
)-catalyzed dynamic kinetic resolution-asymmetric transfer hydrogenation of racemic 2-substituted-
N
-acetyl-3-oxoindolines is reported, affording
cis
-2-substituted-
N
-acetyl-3-hydroxyindolines in high yields with excellent diastereoselectivity and enantioselectivity.</abstract><doi>10.1039/c8cc07336h</doi><tpages>4</tpages></addata></record> |
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| ispartof | Chemical communications (Cambridge, England), 2018-11, Vol.54 (96), p.1353-1356 |
| issn | 1359-7345 1364-548X |
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| recordid | cdi_rsc_primary_c8cc07336h |
| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| title | Stereogenic -2-substituted--acetyl-3-hydroxy-indolines ruthenium()-catalyzed dynamic kinetic resolution-asymmetric transfer hydrogenation |
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