Pd-Catalyzed Asymmetric Hydrogenation of αFluorinated Iminoesters in Fluorinated Alcohol: A New and Catalytic Enantioselective Synthesis of Fluoro α-Amino Acid Derivatives

Hajime Abe; Hideki Amii; Kenji Uneyama

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Pd-Catalyzed Asymmetric Hydrogenation of αFluorinated Iminoesters in Fluorinated Alcohol: A New and Catalytic Enantioselective Synthesis of Fluoro α-Amino Acid Derivatives

机译：Pd在氟代醇中催化α-氟代氨基甲酸酯的不对称加氢：氟代α-氨基酸衍生物的新型催化对映选择性合成

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Under hydrogen pressure, a catalytic amount of palladium(II) trifluoroacetate and 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP) promoted asymmetric hydrogenation of α-fluorinated iminoesters to afford highly enantioenriched β-fluorinated α-amino esters. The yield and ee were much improved by employing fluorinated alcohols such as 2,2,2-trifluoroethanol (up to 91% ee).

机译：在氢气压力下，催化量的三氟乙酸钯（II）和2,2'-双（二苯基膦基）-1,1'-联萘基（BINAP）促进α-氟化亚氨基酯的不对称氢化，从而提供高度对映体富集的β-氟化α-氟化物。氨基酯。通过使用氟化醇（例如2,2,2-三氟乙醇）（最高ee为91％），可以大大提高收率和ee。

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《Organic letters》 |2001年第3期|共3页
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Hajime Abe; Hideki Amii; Kenji Uneyama;
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1. Pd-Catalyzed Asymmetric Hydrogenation of #alpha#-Fluorinated Iminoesters in Fluorinated Alcohol: A New and Catalytic Enantioselective Synthesis of Fluoro #alpha#-Amino Acid Derivatives [J] . Hajime Abe, Hideki Amii, Kenji Uneyama Organic letters . 2001,第3期

机译：氟化醇中Pd催化＃alpha＃氟化亚氨基酯的不对称加氢：新型氟催化的＃α＃氨基酸衍生物的对映选择性合成
2. Enantioselective Synthesis of alpha-Fluorinated beta-Amino Acid Derivatives by an Asymmetric Mannich Reaction and Selective Deacylation/Decarboxylation Reactions [J] . Pan YH, Zhao YJ, Ma T, Chemistry: A European journal . 2010,第3期

机译：通过不对称曼尼希反应和选择性脱酰/脱羧反应对映选择性合成α-氟代β-氨基酸衍生物
3. Enantioselective Synthesis of -Fluorinated β-Amino Acid Derivatives by an Asymmetric Mannich Reaction and Selective Deacylation/Decarboxylation Reactions [J] . Yuanhang Pan, Yujun Zhao, Ting Ma, Chemistry - A European Journal . 2010,第3期

机译：通过不对称曼尼希反应和选择性脱酰/脱羧反应对氟代β-氨基酸衍生物的对映选择性合成
4. Fluoro-β-lactams as Useful Building Blocks for the Synthesis of Fluorinated Amino Acids, Dipeptides, and Taxoids [C] . Iwao Ojima, Larisa Kuznetsova, Ioana Maria Ungureanu, American Chemical Society Symposium on Fluorine-Containing Synthons . 2005

机译：氟-β-内酰胺作为合成氟化氨基酸，二肽和紫杉木的有用积木
5. Applications of partially fluorinated binaphthol ligands in asymmetric catalysis and synthesis of alpha-amino acid derivatives. [D] . Chen, Yu. 2005

机译：部分氟化联萘酚配体在α-氨基酸衍生物不对称催化和合成中的应用。
6. Pd-catalyzed asymmetric hydrogenation of fluorinated aromatic pyrazol-5-ols via capture of active tautomers [O] . Zhang-Pei Chen, Mu-Wang Chen, Lei Shi, 2015

机译：通过捕获活性互变异构体钯催化氟化芳族吡唑-5-醇的不对称氢化
7. Asymmetric Synthesis of Fluorinated Cyclic b-Amino Acid Derivatives through Cross Metathesis [O] . -1

机译：通过交叉复分解的氟化环氨基酸衍生物的不对称合成
8. Synthesis of a Series of Caffeic Acid Phenethyl Amide (CAPA) Fluorinated Derivatives: Comparison of Cytoprotective Effects to Caffeic Acid Phenethyl Ester (CAPE). [R] . Yang, J., Marriner, G. A., Wang, X., 2010

机译：一系列咖啡酸苯乙酰胺（Capa）氟化衍生物的合成：对咖啡酸苯乙酯（CapE）的细胞保护作用的比较。

Pd-Catalyzed Asymmetric Hydrogenation of αFluorinated Iminoesters in Fluorinated Alcohol: A New and Catalytic Enantioselective Synthesis of Fluoro α-Amino Acid Derivatives

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