共 57 条
Asymmetric Synthesis of Spirooxindoles via Organocascade Strategies
被引:10
|作者:

Xiao, Yonglong
论文数: 0 引用数: 0
h-index: 0
机构:
China Pharmaceut Univ, Jiangsu Prov Key Lab Drug Design & Optimizat Med, Nanjing 210009, Jiangsu, Peoples R China China Pharmaceut Univ, Jiangsu Prov Key Lab Drug Design & Optimizat Med, Nanjing 210009, Jiangsu, Peoples R China

Zhou, Yu
论文数: 0 引用数: 0
h-index: 0
机构:
Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China China Pharmaceut Univ, Jiangsu Prov Key Lab Drug Design & Optimizat Med, Nanjing 210009, Jiangsu, Peoples R China

Wang, Jiang
论文数: 0 引用数: 0
h-index: 0
机构:
Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China China Pharmaceut Univ, Jiangsu Prov Key Lab Drug Design & Optimizat Med, Nanjing 210009, Jiangsu, Peoples R China

Wang, Jiaxin
论文数: 0 引用数: 0
h-index: 0
机构:
China Pharmaceut Univ, Jiangsu Prov Key Lab Drug Design & Optimizat Med, Nanjing 210009, Jiangsu, Peoples R China China Pharmaceut Univ, Jiangsu Prov Key Lab Drug Design & Optimizat Med, Nanjing 210009, Jiangsu, Peoples R China

Liu, Hong
论文数: 0 引用数: 0
h-index: 0
机构:
Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China China Pharmaceut Univ, Jiangsu Prov Key Lab Drug Design & Optimizat Med, Nanjing 210009, Jiangsu, Peoples R China
机构:
[1] China Pharmaceut Univ, Jiangsu Prov Key Lab Drug Design & Optimizat Med, Nanjing 210009, Jiangsu, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China
基金:
中国国家自然科学基金;
关键词:
spirooxindoles;
asymmetric;
catalysis;
organocascade;
N-HETEROCYCLIC CARBENE;
HIGHLY ENANTIOSELECTIVE SYNTHESIS;
6-MEMBERED SPIROCYCLIC OXINDOLES;
BAYLIS-HILLMAN CARBONATES;
1,3-DIPOLAR CYCLOADDITION;
CONSECUTIVE STEREOCENTERS;
STEREOSELECTIVE-SYNTHESIS;
PHOSPHINES SYNTHESIS;
3+2 ANNULATION;
FACILE ACCESS;
D O I:
10.6023/cjoc201504045
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
The spirooxindoles have broad and promising activities in various therapeutic areas, and become a privileged skeleton for drug discovery. Therefore, the development of some simple and efficient strategies to build these sophisticated scaffolds has become one of the most widespread concerns. However, the traditional methods are limited by the separation and purification of intermediates, the functional group protection and de-protection. Recently, the cascade strategies have shown special advantages in the synthesis of optically active natural products and complex molecules, many related studies have been reported. This review summarizes the enantioselective synthesis of spirooxindoles via cascade strategies in the past five years and organized on the basis of four types of starting materials: unsaturated oxindole derivatives, C(3)-substituted oxindoles, C(3)-unsubstituted oxindoles and nonoxindoles.
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页码:2035 / 2048
页数:14
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共 57 条
- [1] Assembly of Spirooxindole Derivatives Containing Four Consecutive Stereocenters via Organocatalytic Michael-Henry Cascade Reactions[J]. ORGANIC LETTERS, 2012, 14 (07) : 1834 - 1837Albertshofer, Klaus论文数: 0 引用数: 0 h-index: 0机构: Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USATan, Bin论文数: 0 引用数: 0 h-index: 0机构: Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USABarbas, Carlos F., III论文数: 0 引用数: 0 h-index: 0机构: Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
- [2] Titanium(IV)-Catalyzed Stereoselective Synthesis of Spirooxindole-1-pyrrolines[J]. ORGANIC LETTERS, 2014, 16 (24) : 6270 - 6273Badillo, Joseph J.论文数: 0 引用数: 0 h-index: 0机构: Univ Calif Davis, Dept Chem, Davis, CA 95616 USA Univ Calif Davis, Dept Chem, Davis, CA 95616 USARibeiro, Carlos J. A.论文数: 0 引用数: 0 h-index: 0机构: Univ Lisbon, Fac Pharm, Res Inst Med iMed ULisboa, P-1649003 Lisbon, Portugal Univ Calif Davis, Dept Chem, Davis, CA 95616 USAOlmstead, Marilyn M.论文数: 0 引用数: 0 h-index: 0机构: Univ Calif Davis, Dept Chem, Davis, CA 95616 USA Univ Calif Davis, Dept Chem, Davis, CA 95616 USAFranz, Annaliese K.论文数: 0 引用数: 0 h-index: 0机构: Univ Calif Davis, Dept Chem, Davis, CA 95616 USA Univ Calif Davis, Dept Chem, Davis, CA 95616 USA
- [3] Enantioselective Pictet-Spengler reactions of isatins for the synthesis of spiroindolones[J]. TETRAHEDRON LETTERS, 2011, 52 (43) : 5550 - 5553Badillo, Joseph J.论文数: 0 引用数: 0 h-index: 0机构: Univ Calif Davis, Dept Chem, Davis, CA 95616 USA Univ Calif Davis, Dept Chem, Davis, CA 95616 USASilva-Garcia, Abel论文数: 0 引用数: 0 h-index: 0机构: Univ Calif Davis, Dept Chem, Davis, CA 95616 USA Univ Calif Davis, Dept Chem, Davis, CA 95616 USAShupe, Benjamin H.论文数: 0 引用数: 0 h-index: 0机构: Univ Calif Davis, Dept Chem, Davis, CA 95616 USA Univ Calif Davis, Dept Chem, Davis, CA 95616 USAFettinger, James C.论文数: 0 引用数: 0 h-index: 0机构: Univ Calif Davis, Dept Chem, Davis, CA 95616 USA Univ Calif Davis, Dept Chem, Davis, CA 95616 USAFranz, Annaliese K.论文数: 0 引用数: 0 h-index: 0机构: Univ Calif Davis, Dept Chem, Davis, CA 95616 USA Univ Calif Davis, Dept Chem, Davis, CA 95616 USA
- [4] Targeting Structural and Stereochemical Complexity by Organocascade Catalysis: Construction of Spirocyclic Oxindoles Having Multiple Stereocenters[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (39) : 7200 - 7203Bencivenni, Giorgio论文数: 0 引用数: 0 h-index: 0机构: Alma Mater Studiorum Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy Alma Mater Studiorum Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, ItalyWu, Li-Yuan论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Zhengzhou 450052, Peoples R China Alma Mater Studiorum Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, ItalyMazzanti, Andrea论文数: 0 引用数: 0 h-index: 0机构: Alma Mater Studiorum Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy Alma Mater Studiorum Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, ItalyGiannichi, Berardino论文数: 0 引用数: 0 h-index: 0机构: Alma Mater Studiorum Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy Alma Mater Studiorum Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, ItalyPesciaioli, Fabio论文数: 0 引用数: 0 h-index: 0机构: Alma Mater Studiorum Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy Alma Mater Studiorum Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, ItalySong, Mao-Ping论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Zhengzhou 450052, Peoples R China Alma Mater Studiorum Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, ItalyBartoli, Giuseppe论文数: 0 引用数: 0 h-index: 0机构: Alma Mater Studiorum Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy Alma Mater Studiorum Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, ItalyMelchiorre, Paolo论文数: 0 引用数: 0 h-index: 0机构: Alma Mater Studiorum Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy Alma Mater Studiorum Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy
- [5] Dioxindole in Asymmetric Catalytic Synthesis: Routes to Enantioenriched 3-Substituted 3-Hydroxyoxindoles and the Preparation of Maremycin A[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (04) : 971 - 974Bergonzini, Giulia论文数: 0 引用数: 0 h-index: 0机构: ICIQ Inst Chem Res Catalonia, Tarragona 43007, Spain ICREA Inst Catalana Recerca & Estudis Avancats, Barcelona 08010, SpainMelchiorre, Paolo论文数: 0 引用数: 0 h-index: 0机构: ICREA Inst Catalana Recerca & Estudis Avancats, Barcelona 08010, Spain ICIQ Inst Chem Res Catalonia, Tarragona 43007, Spain ICREA Inst Catalana Recerca & Estudis Avancats, Barcelona 08010, Spain
- [6] A Mannich/cyclization cascade process for the asymmetric synthesis of spirocyclic thioimidazolidineoxindoles[J]. CHEMICAL COMMUNICATIONS, 2014, 50 (94) : 14771 - 14774Cai, Hao论文数: 0 引用数: 0 h-index: 0机构: China Pharmaceut Univ, State Key Lab Nat Medicines, Nanjing 210009, Jiangsu, Peoples R China China Pharmaceut Univ, Dept Med Chem, Nanjing 210009, Jiangsu, Peoples R China Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China China Pharmaceut Univ, State Key Lab Nat Medicines, Nanjing 210009, Jiangsu, Peoples R ChinaZhou, Yu论文数: 0 引用数: 0 h-index: 0机构: Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China China Pharmaceut Univ, State Key Lab Nat Medicines, Nanjing 210009, Jiangsu, Peoples R ChinaZhang, Dong论文数: 0 引用数: 0 h-index: 0机构: China Pharmaceut Univ, State Key Lab Nat Medicines, Nanjing 210009, Jiangsu, Peoples R China China Pharmaceut Univ, Dept Med Chem, Nanjing 210009, Jiangsu, Peoples R China Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China China Pharmaceut Univ, State Key Lab Nat Medicines, Nanjing 210009, Jiangsu, Peoples R ChinaXu, Jinyi论文数: 0 引用数: 0 h-index: 0机构: China Pharmaceut Univ, State Key Lab Nat Medicines, Nanjing 210009, Jiangsu, Peoples R China China Pharmaceut Univ, Dept Med Chem, Nanjing 210009, Jiangsu, Peoples R China China Pharmaceut Univ, State Key Lab Nat Medicines, Nanjing 210009, Jiangsu, Peoples R ChinaLiu, Hong论文数: 0 引用数: 0 h-index: 0机构: China Pharmaceut Univ, State Key Lab Nat Medicines, Nanjing 210009, Jiangsu, Peoples R China China Pharmaceut Univ, Dept Med Chem, Nanjing 210009, Jiangsu, Peoples R China Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China China Pharmaceut Univ, State Key Lab Nat Medicines, Nanjing 210009, Jiangsu, Peoples R China
- [7] Asymmetic Organocatalytic 1,3-Dipolar Cycloaddition of Azomethine Ylide to Methyl 2-(2-Nitrophenyl)acrylate for the Synthesis of Diastereoisomers of Spirotryprostatin A[J]. ORGANIC LETTERS, 2011, 13 (09) : 2418 - 2421Chang, Mou-Nuo论文数: 0 引用数: 0 h-index: 0机构: Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Peoples R ChinaWang, Hao论文数: 0 引用数: 0 h-index: 0机构: Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Peoples R ChinaGong, Liu-Zhu论文数: 0 引用数: 0 h-index: 0机构: Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Peoples R China Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Peoples R China
- [8] Asymmetric One-Pot Sequential Mannich/Hydroamination Reaction by Organo- and Gold Catalysts: Synthesis of Spiro[pyrrolidin-3,2′-oxindole] Derivatives[J]. ORGANIC LETTERS, 2013, 15 (08) : 1846 - 1849Chen, Xianjie论文数: 0 引用数: 0 h-index: 0机构: Nanjing Univ, Sch Chem & Chem Engn, Nanjing Natl Lab Microstruct, Nanjing 210093, Jiangsu, Peoples R China Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai Inst Biol Sci, State Key Lab Drug Res, Shanghai 200031, Peoples R China Nanjing Univ, Sch Chem & Chem Engn, Nanjing Natl Lab Microstruct, Nanjing 210093, Jiangsu, Peoples R ChinaChen, Hui论文数: 0 引用数: 0 h-index: 0机构: Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai Inst Biol Sci, State Key Lab Drug Res, Shanghai 200031, Peoples R China Nanjing Univ, Sch Chem & Chem Engn, Nanjing Natl Lab Microstruct, Nanjing 210093, Jiangsu, Peoples R ChinaJi, Xun论文数: 0 引用数: 0 h-index: 0机构: Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai Inst Biol Sci, State Key Lab Drug Res, Shanghai 200031, Peoples R China Nanjing Univ, Sch Chem & Chem Engn, Nanjing Natl Lab Microstruct, Nanjing 210093, Jiangsu, Peoples R ChinaJiang, Hualiang论文数: 0 引用数: 0 h-index: 0机构: Nanjing Univ, Sch Chem & Chem Engn, Nanjing Natl Lab Microstruct, Nanjing 210093, Jiangsu, Peoples R China Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai Inst Biol Sci, State Key Lab Drug Res, Shanghai 200031, Peoples R China Nanjing Univ, Sch Chem & Chem Engn, Nanjing Natl Lab Microstruct, Nanjing 210093, Jiangsu, Peoples R ChinaYao, Zhu-Jun论文数: 0 引用数: 0 h-index: 0机构: Nanjing Univ, Sch Chem & Chem Engn, Nanjing Natl Lab Microstruct, Nanjing 210093, Jiangsu, Peoples R China Nanjing Univ, Sch Chem & Chem Engn, Nanjing Natl Lab Microstruct, Nanjing 210093, Jiangsu, Peoples R ChinaLiu, Hong论文数: 0 引用数: 0 h-index: 0机构: Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai Inst Biol Sci, State Key Lab Drug Res, Shanghai 200031, Peoples R China Nanjing Univ, Sch Chem & Chem Engn, Nanjing Natl Lab Microstruct, Nanjing 210093, Jiangsu, Peoples R China
- [9] Highly Enantioselective Michael Addition of 2-Oxindole-3-carboxylate Esters to Nitroolefins Promoted by Cinchona Alkaloid-Thiourea-Bronsted Acid Cocatalysts[J]. ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (11-12) : 2151 - 2156Chen, Xianjie论文数: 0 引用数: 0 h-index: 0机构: Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R China Nanjing Univ, Nanjing Natl Lab Microstruct, Nanjing 210093, Jiangsu, Peoples R China Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai Inst Biol Sci, Shanghai 200031, Peoples R China Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R ChinaZhu, Wei论文数: 0 引用数: 0 h-index: 0机构: Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai Inst Biol Sci, Shanghai 200031, Peoples R China Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R ChinaQian, Wangke论文数: 0 引用数: 0 h-index: 0机构: Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai Inst Biol Sci, Shanghai 200031, Peoples R China Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R ChinaFeng, Enguang论文数: 0 引用数: 0 h-index: 0机构: Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai Inst Biol Sci, Shanghai 200031, Peoples R China Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R ChinaZhou, Yu论文数: 0 引用数: 0 h-index: 0机构: Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai Inst Biol Sci, Shanghai 200031, Peoples R China Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R ChinaWang, Jinfang论文数: 0 引用数: 0 h-index: 0机构: Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai Inst Biol Sci, Shanghai 200031, Peoples R China Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R ChinaJiang, Hualiang论文数: 0 引用数: 0 h-index: 0机构: Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R China Nanjing Univ, Nanjing Natl Lab Microstruct, Nanjing 210093, Jiangsu, Peoples R China Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai Inst Biol Sci, Shanghai 200031, Peoples R China Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R ChinaYao, Zhu-Jun论文数: 0 引用数: 0 h-index: 0机构: Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R China Nanjing Univ, Nanjing Natl Lab Microstruct, Nanjing 210093, Jiangsu, Peoples R China Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R ChinaLiu, Hong论文数: 0 引用数: 0 h-index: 0机构: Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai Inst Biol Sci, Shanghai 200031, Peoples R China Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R China
- [10] Organocatalytic Synthesis of Spiro[pyrrolidin-3,3′-oxindoles] with High Enantiopurity and Structural Diversity[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (38) : 13819 - 13825Chen, Xiao-Hua论文数: 0 引用数: 0 h-index: 0机构: Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Peoples R China Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China Chinese Acad Sci, Chengdu Inst Organ Chem, Chengdu 610041, Peoples R China Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Peoples R ChinaWei, Qiang论文数: 0 引用数: 0 h-index: 0机构: Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Peoples R China Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Peoples R ChinaLuo, Shi-Wei论文数: 0 引用数: 0 h-index: 0机构: Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Peoples R China Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Peoples R ChinaXiao, Han论文数: 0 引用数: 0 h-index: 0机构: Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Peoples R China Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Peoples R ChinaGong, Liu-Zhu论文数: 0 引用数: 0 h-index: 0机构: Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Peoples R China Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Peoples R China