Diastereoselective auxiliary- and catalyst-controlled intramolecular aza-Michael reaction for the elaboration of enantioenriched 3-substituted isoindolinones. Application to the synthesis of a new pazinaclone analogue
A new asymmetric organocatalyzed intramolecular aza-Michael reaction by means of both a chiral auxiliary and a catalyst for stereocontrol is reported for the synthesis of optically active isoindolinones. A selected cinchoninium salt was used as phasetransfer catalyst in combination with a chiral nucleophile, a Michael acceptor and a base to provide 3-substituted isoindolinones in good yields and diastereomeric excesses. This methodology was applied to the asymmetric synthesis of a new pazinaclone analogue which is of interest in the field of benzodiazepine-receptor agonists.
机构:
Univ Paris 11, Equipe Chim Subst Nat, UMR CNRS BioCIS 8076, F-92296 Chatenay Malabry, FranceUniv Paris 11, Equipe Chim Subst Nat, UMR CNRS BioCIS 8076, F-92296 Chatenay Malabry, France
Amara, Zacharias
Drege, Emmanuelle
论文数: 0引用数: 0
h-index: 0
机构:
Univ Paris 11, Equipe Chim Subst Nat, UMR CNRS BioCIS 8076, F-92296 Chatenay Malabry, FranceUniv Paris 11, Equipe Chim Subst Nat, UMR CNRS BioCIS 8076, F-92296 Chatenay Malabry, France
Drege, Emmanuelle
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机构:
Troufflard, Claire
Retailleau, Pascal
论文数: 0引用数: 0
h-index: 0
机构:
CNRS, Inst Chim Subst Nat, UPR 2301, F-91198 Gif Sur Yvette, FranceUniv Paris 11, Equipe Chim Subst Nat, UMR CNRS BioCIS 8076, F-92296 Chatenay Malabry, France
Retailleau, Pascal
Joseph, Delphine
论文数: 0引用数: 0
h-index: 0
机构:
Univ Paris 11, Equipe Chim Subst Nat, UMR CNRS BioCIS 8076, F-92296 Chatenay Malabry, FranceUniv Paris 11, Equipe Chim Subst Nat, UMR CNRS BioCIS 8076, F-92296 Chatenay Malabry, France
机构:
Alma Mater Studiorum Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, ItalyAlma Mater Studiorum Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
Bandini, Marco
Bottoni, Andrea
论文数: 0引用数: 0
h-index: 0
机构:
Alma Mater Studiorum Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, ItalyAlma Mater Studiorum Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
Bottoni, Andrea
Eichholzer, Astrid
论文数: 0引用数: 0
h-index: 0
机构:
Alma Mater Studiorum Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, ItalyAlma Mater Studiorum Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
Eichholzer, Astrid
Miscione, Gian Pietro
论文数: 0引用数: 0
h-index: 0
机构:
Alma Mater Studiorum Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, ItalyAlma Mater Studiorum Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
Miscione, Gian Pietro
Stenta, Marco
论文数: 0引用数: 0
h-index: 0
机构:
Ecole Polytech Fed Lausanne, Lab Biomol Modeling, CH-1015 Lausanne, SwitzerlandAlma Mater Studiorum Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
Belliotti, TR
Brink, WA
论文数: 0引用数: 0
h-index: 0
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
Brink, WA
Kesten, SR
论文数: 0引用数: 0
h-index: 0
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
Kesten, SR
Rubin, JR
论文数: 0引用数: 0
h-index: 0
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
Rubin, JR
Wustrow, DJ
论文数: 0引用数: 0
h-index: 0
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
Wustrow, DJ
Zoski, KT
论文数: 0引用数: 0
h-index: 0
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
Zoski, KT
Whetzel, SZ
论文数: 0引用数: 0
h-index: 0
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
Whetzel, SZ
Corbin, AE
论文数: 0引用数: 0
h-index: 0
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
Corbin, AE
Pugsley, TA
论文数: 0引用数: 0
h-index: 0
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
Pugsley, TA
Heffner, TG
论文数: 0引用数: 0
h-index: 0
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
Heffner, TG
Wise, LD
论文数: 0引用数: 0
h-index: 0
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
机构:
Hangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R ChinaHangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R China
Cai, Yong-Feng
Li, Li
论文数: 0引用数: 0
h-index: 0
机构:
Hangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R China
Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou, Zhejiang, Peoples R ChinaHangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R China
Li, Li
Luo, Meng-Xian
论文数: 0引用数: 0
h-index: 0
机构:
Hangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R ChinaHangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R China
Luo, Meng-Xian
Yang, Ke-Fang
论文数: 0引用数: 0
h-index: 0
机构:
Hangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R ChinaHangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R China
Yang, Ke-Fang
Lai, Guo-Qiao
论文数: 0引用数: 0
h-index: 0
机构:
Hangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R ChinaHangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R China
Lai, Guo-Qiao
Jiang, Jian-Xiong
论文数: 0引用数: 0
h-index: 0
机构:
Hangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R ChinaHangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R China
Jiang, Jian-Xiong
Xu, Li-Wen
论文数: 0引用数: 0
h-index: 0
机构:
Hangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R ChinaHangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R China
机构:
Univ Salerno, Dipartimento Chim & Biol, Via Giovanni Paolo II, I-84084 Fisciano, SA, ItalyUniv Salerno, Dipartimento Chim & Biol, Via Giovanni Paolo II, I-84084 Fisciano, SA, Italy
Intintoli, Valentina
论文数: 引用数:
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机构:
Massa, Antonio
Capaccio, Vito
论文数: 0引用数: 0
h-index: 0
机构:
Univ Salerno, Dipartimento Chim & Biol, Via Giovanni Paolo II, I-84084 Fisciano, SA, ItalyUniv Salerno, Dipartimento Chim & Biol, Via Giovanni Paolo II, I-84084 Fisciano, SA, Italy
Capaccio, Vito
Roiser, Lukas
论文数: 0引用数: 0
h-index: 0
机构:
Johannes Kepler Univ Linz, Inst Organ Chem, Altenberger Str 69, A-4040 Linz, AustriaUniv Salerno, Dipartimento Chim & Biol, Via Giovanni Paolo II, I-84084 Fisciano, SA, Italy
Roiser, Lukas
Waser, Mario
论文数: 0引用数: 0
h-index: 0
机构:
Johannes Kepler Univ Linz, Inst Organ Chem, Altenberger Str 69, A-4040 Linz, AustriaUniv Salerno, Dipartimento Chim & Biol, Via Giovanni Paolo II, I-84084 Fisciano, SA, Italy
机构:
Univ Paris 11, Equipe Chim Subst Nat, UMR CNRS BioCIS 8076, F-92296 Chatenay Malabry, FranceUniv Paris 11, Equipe Chim Subst Nat, UMR CNRS BioCIS 8076, F-92296 Chatenay Malabry, France
Amara, Zacharias
Drege, Emmanuelle
论文数: 0引用数: 0
h-index: 0
机构:
Univ Paris 11, Equipe Chim Subst Nat, UMR CNRS BioCIS 8076, F-92296 Chatenay Malabry, FranceUniv Paris 11, Equipe Chim Subst Nat, UMR CNRS BioCIS 8076, F-92296 Chatenay Malabry, France
Drege, Emmanuelle
论文数: 引用数:
h-index:
机构:
Troufflard, Claire
Retailleau, Pascal
论文数: 0引用数: 0
h-index: 0
机构:
CNRS, Inst Chim Subst Nat, UPR 2301, F-91198 Gif Sur Yvette, FranceUniv Paris 11, Equipe Chim Subst Nat, UMR CNRS BioCIS 8076, F-92296 Chatenay Malabry, France
Retailleau, Pascal
Joseph, Delphine
论文数: 0引用数: 0
h-index: 0
机构:
Univ Paris 11, Equipe Chim Subst Nat, UMR CNRS BioCIS 8076, F-92296 Chatenay Malabry, FranceUniv Paris 11, Equipe Chim Subst Nat, UMR CNRS BioCIS 8076, F-92296 Chatenay Malabry, France
机构:
Alma Mater Studiorum Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, ItalyAlma Mater Studiorum Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
Bandini, Marco
Bottoni, Andrea
论文数: 0引用数: 0
h-index: 0
机构:
Alma Mater Studiorum Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, ItalyAlma Mater Studiorum Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
Bottoni, Andrea
Eichholzer, Astrid
论文数: 0引用数: 0
h-index: 0
机构:
Alma Mater Studiorum Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, ItalyAlma Mater Studiorum Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
Eichholzer, Astrid
Miscione, Gian Pietro
论文数: 0引用数: 0
h-index: 0
机构:
Alma Mater Studiorum Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, ItalyAlma Mater Studiorum Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
Miscione, Gian Pietro
Stenta, Marco
论文数: 0引用数: 0
h-index: 0
机构:
Ecole Polytech Fed Lausanne, Lab Biomol Modeling, CH-1015 Lausanne, SwitzerlandAlma Mater Studiorum Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
Belliotti, TR
Brink, WA
论文数: 0引用数: 0
h-index: 0
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
Brink, WA
Kesten, SR
论文数: 0引用数: 0
h-index: 0
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
Kesten, SR
Rubin, JR
论文数: 0引用数: 0
h-index: 0
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
Rubin, JR
Wustrow, DJ
论文数: 0引用数: 0
h-index: 0
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
Wustrow, DJ
Zoski, KT
论文数: 0引用数: 0
h-index: 0
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
Zoski, KT
Whetzel, SZ
论文数: 0引用数: 0
h-index: 0
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
Whetzel, SZ
Corbin, AE
论文数: 0引用数: 0
h-index: 0
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
Corbin, AE
Pugsley, TA
论文数: 0引用数: 0
h-index: 0
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
Pugsley, TA
Heffner, TG
论文数: 0引用数: 0
h-index: 0
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
Heffner, TG
Wise, LD
论文数: 0引用数: 0
h-index: 0
机构:
Warner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USAWarner Lambert Parke Davis, Parke Davis Pharmaceut Res, Ann Arbor, MI 48105 USA
机构:
Hangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R ChinaHangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R China
Cai, Yong-Feng
Li, Li
论文数: 0引用数: 0
h-index: 0
机构:
Hangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R China
Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou, Zhejiang, Peoples R ChinaHangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R China
Li, Li
Luo, Meng-Xian
论文数: 0引用数: 0
h-index: 0
机构:
Hangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R ChinaHangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R China
Luo, Meng-Xian
Yang, Ke-Fang
论文数: 0引用数: 0
h-index: 0
机构:
Hangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R ChinaHangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R China
Yang, Ke-Fang
Lai, Guo-Qiao
论文数: 0引用数: 0
h-index: 0
机构:
Hangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R ChinaHangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R China
Lai, Guo-Qiao
Jiang, Jian-Xiong
论文数: 0引用数: 0
h-index: 0
机构:
Hangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R ChinaHangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R China
Jiang, Jian-Xiong
Xu, Li-Wen
论文数: 0引用数: 0
h-index: 0
机构:
Hangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R ChinaHangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R China
机构:
Univ Salerno, Dipartimento Chim & Biol, Via Giovanni Paolo II, I-84084 Fisciano, SA, ItalyUniv Salerno, Dipartimento Chim & Biol, Via Giovanni Paolo II, I-84084 Fisciano, SA, Italy
Intintoli, Valentina
论文数: 引用数:
h-index:
机构:
Massa, Antonio
Capaccio, Vito
论文数: 0引用数: 0
h-index: 0
机构:
Univ Salerno, Dipartimento Chim & Biol, Via Giovanni Paolo II, I-84084 Fisciano, SA, ItalyUniv Salerno, Dipartimento Chim & Biol, Via Giovanni Paolo II, I-84084 Fisciano, SA, Italy
Capaccio, Vito
Roiser, Lukas
论文数: 0引用数: 0
h-index: 0
机构:
Johannes Kepler Univ Linz, Inst Organ Chem, Altenberger Str 69, A-4040 Linz, AustriaUniv Salerno, Dipartimento Chim & Biol, Via Giovanni Paolo II, I-84084 Fisciano, SA, Italy
Roiser, Lukas
Waser, Mario
论文数: 0引用数: 0
h-index: 0
机构:
Johannes Kepler Univ Linz, Inst Organ Chem, Altenberger Str 69, A-4040 Linz, AustriaUniv Salerno, Dipartimento Chim & Biol, Via Giovanni Paolo II, I-84084 Fisciano, SA, Italy