共 72 条
Catalytic enantioselective aldol additions of α-isothiocyanato imides to α-ketoesters
被引:39
作者:

Vecchione, Matthew K.
论文数: 0 引用数: 0
h-index: 0
机构:
Rutgers State Univ, Dept Chem & Chem Biol, Piscataway, NJ 08854 USA Rutgers State Univ, Dept Chem & Chem Biol, Piscataway, NJ 08854 USA

Li, Le
论文数: 0 引用数: 0
h-index: 0
机构:
Rutgers State Univ, Dept Chem & Chem Biol, Piscataway, NJ 08854 USA Rutgers State Univ, Dept Chem & Chem Biol, Piscataway, NJ 08854 USA

Seidel, Daniel
论文数: 0 引用数: 0
h-index: 0
机构:
Rutgers State Univ, Dept Chem & Chem Biol, Piscataway, NJ 08854 USA Rutgers State Univ, Dept Chem & Chem Biol, Piscataway, NJ 08854 USA
机构:
[1] Rutgers State Univ, Dept Chem & Chem Biol, Piscataway, NJ 08854 USA
关键词:
AMINO ACID-DERIVATIVES;
QUATERNARY AMMONIUM-SALTS;
ASYMMETRIC-SYNTHESIS;
CINCHONA ALKALOIDS;
NONADJACENT STEREOCENTERS;
CONJUGATE ADDITION;
EFFICIENT APPROACH;
CYCLIC-PEPTIDES;
BOND DONORS;
SCHIFF-BASE;
D O I:
10.1039/c0cc00556h
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
A readily available bifunctional thiourea catalyst promotes aldol additions of alpha-isothiocyanato imides to alpha-ketoesters under mild reaction conditions to form beta-hydroxy-alpha-amino acid derivatives with high levels of enantioselectivity.
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收藏
页码:4604 / 4606
页数:3
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- [21] Enantioselective organocatalysis[J]. DRUG DISCOVERY TODAY, 2007, 12 (1-2) : 8 - 27Gaunt, Matthew J.论文数: 0 引用数: 0 h-index: 0机构: Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England Univ Cambridge, Dept Chem, Cambridge CB2 1EW, EnglandJohansson, Carin C. C.论文数: 0 引用数: 0 h-index: 0机构: Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England Univ Cambridge, Dept Chem, Cambridge CB2 1EW, EnglandMcNally, Andy论文数: 0 引用数: 0 h-index: 0机构: Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England Univ Cambridge, Dept Chem, Cambridge CB2 1EW, EnglandVo, Ngoc T.论文数: 0 引用数: 0 h-index: 0机构: Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
- [22] Organocatalytic asymmetric formal [3+2]cycloaddition reaction of isocyanoesters to nitroolefins leading to highly optically active dihydropyrroles[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (18) : 3414 - 3417Guo, Chang论文数: 0 引用数: 0 h-index: 0机构: Univ Sci & Technol China, Joint Lab Green Synthet Chem, Anhua 230026, Peoples R China Univ Sci & Technol China, Dept Chem, Anhua 230026, Peoples R China Univ Sci & Technol China, Joint Lab Green Synthet Chem, Anhua 230026, Peoples R ChinaXue, Meng-Xia论文数: 0 引用数: 0 h-index: 0机构: Chinese Acad Sci, Chengdu Inst Organ Chem, Chengdu 610041, Peoples R China Chinese Acad Sci, Grad Sch, Beijing, Peoples R China Univ Sci & Technol China, Joint Lab Green Synthet Chem, Anhua 230026, Peoples R ChinaZhu, Ming-Kui论文数: 0 引用数: 0 h-index: 0机构: Chinese Acad Sci, Chengdu Inst Organ Chem, Chengdu 610041, Peoples R China Chinese Acad Sci, Grad Sch, Beijing, Peoples R China Univ Sci & Technol China, Joint Lab Green Synthet Chem, Anhua 230026, Peoples R ChinaGong, Liu-Zhu论文数: 0 引用数: 0 h-index: 0机构: Univ Sci & Technol China, Joint Lab Green Synthet Chem, Anhua 230026, Peoples R China Univ Sci & Technol China, Dept Chem, Anhua 230026, Peoples R China Chinese Acad Sci, Chengdu Inst Organ Chem, Chengdu 610041, Peoples R China Univ Sci & Technol China, Joint Lab Green Synthet Chem, Anhua 230026, Peoples R China
- [23] VANCOMYCIN - STRUCTURE AND TRANSFORMATION TO CDP-I[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (23) : 6915 - 6922HARRIS, CM论文数: 0 引用数: 0 h-index: 0机构: VANDERBILT UNIV,DEPT CHEM,NASHVILLE,TN 37235 VANDERBILT UNIV,DEPT CHEM,NASHVILLE,TN 37235KOPECKA, H论文数: 0 引用数: 0 h-index: 0机构: VANDERBILT UNIV,DEPT CHEM,NASHVILLE,TN 37235 VANDERBILT UNIV,DEPT CHEM,NASHVILLE,TN 37235HARRIS, TM论文数: 0 引用数: 0 h-index: 0机构: VANDERBILT UNIV,DEPT CHEM,NASHVILLE,TN 37235 VANDERBILT UNIV,DEPT CHEM,NASHVILLE,TN 37235
- [24] Synthesis of 2-fluoro- and 6-fluoro-(2S,3R)-(3,4-dihydroxyphenyl) serine as potential in vivo precursors of fluorinated norepinephrines[J]. JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (14) : 4892 - 4897Herbert, B论文数: 0 引用数: 0 h-index: 0机构: NIDDKD, Bioorgan Chem Lab, NIH, Bethesda, MD 20892 USA NIDDKD, Bioorgan Chem Lab, NIH, Bethesda, MD 20892 USAKim, IH论文数: 0 引用数: 0 h-index: 0机构: NIDDKD, Bioorgan Chem Lab, NIH, Bethesda, MD 20892 USA NIDDKD, Bioorgan Chem Lab, NIH, Bethesda, MD 20892 USAKirk, KL论文数: 0 引用数: 0 h-index: 0机构: NIDDKD, Bioorgan Chem Lab, NIH, Bethesda, MD 20892 USA NIDDKD, Bioorgan Chem Lab, NIH, Bethesda, MD 20892 USA
- [25] Enantioselective synthesis of β-hydroxy-α-amino acid esters by aldol coupling using a chiral quaternary ammonium salt as catalyst[J]. TETRAHEDRON LETTERS, 1999, 40 (20) : 3843 - 3846Horikawa, M论文数: 0 引用数: 0 h-index: 0机构: Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USABusch-Petersen, J论文数: 0 引用数: 0 h-index: 0机构: Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USACorey, EJ论文数: 0 引用数: 0 h-index: 0机构: Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
- [26] Synthesis of β-hydroxy-β-(fluoronitrophenyl)alanines:: Vital components in the assembly of biologically active cyclic peptides[J]. ORGANIC LETTERS, 1999, 1 (02) : 295 - 297Hutton, CA论文数: 0 引用数: 0 h-index: 0机构: Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia
- [27] STUDIES ON POLYOXINS, ANTIFUNGAL ANTIBIOTICS .13. STRUCTURE OF POLYOXINS[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (26) : 7490 - +ISONO, K论文数: 0 引用数: 0 h-index: 0机构: Institute of Physical, Chemical Research, Yamato-machi, SaitamaASAHI, K论文数: 0 引用数: 0 h-index: 0机构: Institute of Physical, Chemical Research, Yamato-machi, SaitamaSUZUKI, S论文数: 0 引用数: 0 h-index: 0机构: Institute of Physical, Chemical Research, Yamato-machi, Saitama
- [28] CATALYTIC ASYMMETRIC ALDOL REACTION - REACTION OF ALDEHYDES WITH ISOCYANOACETATE CATALYZED BY A CHIRAL FERROCENYLPHOSPHINE-GOLD(I) COMPLEX[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (20) : 6405 - 6406ITO, Y论文数: 0 引用数: 0 h-index: 0SAWAMURA, M论文数: 0 引用数: 0 h-index: 0HAYASHI, T论文数: 0 引用数: 0 h-index: 0
- [29] Direct Organocatalytic Asymmetric Aldol Reaction of α-Isothiocyanato Imides to α-Ketoesters under Low Ligand Loading: A Doubly Stereocontrolled Approach to Cyclic Thiocarbamates Bearing Chiral Quaternary Stereocenters[J]. ORGANIC LETTERS, 2010, 12 (07) : 1544 - 1547Jiang, Xianxing论文数: 0 引用数: 0 h-index: 0机构: Lanzhou Univ, State Key Lab Appl Organ Chem, Inst Biochem & Mol Biol, Key Lab Preclin Study New Drugs Ganzu Prov, Lanzhou 730000, Peoples R China Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Kowloon, Hong Kong, Peoples R China Lanzhou Univ, State Key Lab Appl Organ Chem, Inst Biochem & Mol Biol, Key Lab Preclin Study New Drugs Ganzu Prov, Lanzhou 730000, Peoples R ChinaZhang, Gen论文数: 0 引用数: 0 h-index: 0机构: Lanzhou Univ, State Key Lab Appl Organ Chem, Inst Biochem & Mol Biol, Key Lab Preclin Study New Drugs Ganzu Prov, Lanzhou 730000, Peoples R China Lanzhou Univ, State Key Lab Appl Organ Chem, Inst Biochem & Mol Biol, Key Lab Preclin Study New Drugs Ganzu Prov, Lanzhou 730000, Peoples R ChinaFu, Dan论文数: 0 引用数: 0 h-index: 0机构: Lanzhou Univ, State Key Lab Appl Organ Chem, Inst Biochem & Mol Biol, Key Lab Preclin Study New Drugs Ganzu Prov, Lanzhou 730000, Peoples R China Lanzhou Univ, State Key Lab Appl Organ Chem, Inst Biochem & Mol Biol, Key Lab Preclin Study New Drugs Ganzu Prov, Lanzhou 730000, Peoples R ChinaCao, Yiming论文数: 0 引用数: 0 h-index: 0机构: Lanzhou Univ, State Key Lab Appl Organ Chem, Inst Biochem & Mol Biol, Key Lab Preclin Study New Drugs Ganzu Prov, Lanzhou 730000, Peoples R China Lanzhou Univ, State Key Lab Appl Organ Chem, Inst Biochem & Mol Biol, Key Lab Preclin Study New Drugs Ganzu Prov, Lanzhou 730000, Peoples R ChinaShen, Fangfang论文数: 0 引用数: 0 h-index: 0机构: Lanzhou Univ, State Key Lab Appl Organ Chem, Inst Biochem & Mol Biol, Key Lab Preclin Study New Drugs Ganzu Prov, Lanzhou 730000, Peoples R China Lanzhou Univ, State Key Lab Appl Organ Chem, Inst Biochem & Mol Biol, Key Lab Preclin Study New Drugs Ganzu Prov, Lanzhou 730000, Peoples R ChinaWang, Rui论文数: 0 引用数: 0 h-index: 0机构: Lanzhou Univ, State Key Lab Appl Organ Chem, Inst Biochem & Mol Biol, Key Lab Preclin Study New Drugs Ganzu Prov, Lanzhou 730000, Peoples R China Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Kowloon, Hong Kong, Peoples R China Lanzhou Univ, State Key Lab Appl Organ Chem, Inst Biochem & Mol Biol, Key Lab Preclin Study New Drugs Ganzu Prov, Lanzhou 730000, Peoples R China
- [30] A convenient synthesis of 2-fluoro- and 6-fluoro-(2S,3R)-threo-(3,4-dihydroxyphenyl)serine using Sharpless asymmetric aminohydroxylation[J]. TETRAHEDRON LETTERS, 2001, 42 (48) : 8401 - 8403Kim, IH论文数: 0 引用数: 0 h-index: 0机构: NIDDKD, Bioorgan Chem Lab, NIH, Bethesda, MD 20892 USA NIDDKD, Bioorgan Chem Lab, NIH, Bethesda, MD 20892 USAKirk, KL论文数: 0 引用数: 0 h-index: 0机构: NIDDKD, Bioorgan Chem Lab, NIH, Bethesda, MD 20892 USA NIDDKD, Bioorgan Chem Lab, NIH, Bethesda, MD 20892 USA