Synthesis of Different Deuterated Carboxylic Acids from Unsaturated Acids Promoted by Samarium Diiodide and D_2O

Jose M.Concellon; Humberto Rodriguez-Solla

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Synthesis of Different Deuterated Carboxylic Acids from Unsaturated Acids Promoted by Samarium Diiodide and D_2O

机译：由二碘化Sa和D_2O促进的不饱和酸合成不同的氘代羧酸

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An easy, and rapid reduction of the C=C bond of alpha,beta-unsaturated acids by means of samarium diiodide in the presence of D_2O provides an efficient method for synthesizing 2,3-dideuterio acids. Starting from alka-2,4-dienoic acids, (E)-alpha,delta-dideuterio-betagamma-unsaturated acids are obtained, the new C=C bond being generated with comlete diastereoselectivity. When H_2O is used instead of D_2O, saturated carboxyic acids and (E)-beta,gamma-unsaturated acids are isolated. A mechanism to explain each synthesis has been proposed.

机译：在D_2O存在下，借助二碘化sa容易，快速地还原α，β-不饱和酸的C = C键，为合成2,3-二氘代子宫酸提供了一种有效的方法。从碱金属2,4-二烯酸开始，获得（E）-α，δ-二氘代-β-γ-不饱和酸，新的C = C键以完全非对映选择性生成。当使用H_2O代替D_2O时，会分离出饱和羧酸和（E）-β，γ-不饱和酸。已经提出了解释每种合成的机制。

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《Chemistry: A European journal》 |2002年第19期|共5页
作者
Jose M.Concellon; Humberto Rodriguez-Solla;
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原文格式 PDF
正文语种 eng
中图分类化学;应用化学;
关键词
acids; deuterium; reduction; samarium;

机译：酸;氘;还原;sa;

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专利

1. Synthesis of Different Deuterated Carboxylic Acids from Unsaturated Acids Promoted by Samarium Diiodide and D_2O [J] . Jose M.Concellon, Humberto Rodriguez-Solla Chemistry: A European journal . 2002,第19期

机译：由二碘化Sa和D_2O促进的不饱和酸合成不同的氘代羧酸
2. Direct Reaction of Dibromoacetic Acid with Aldehydes Promoted by Samarium Diiodide: An Easy,Efficient,and Rapid Synthesis of (E)-alpha,beta-Unsaturated Carboxylic Acids with Total Stereoselectivity [J] . Jose M.Concellon, Carmen Concellon The Journal of Organic Chemistry . 2006,第4期

机译：二溴乙酸与碘化Sa促进的醛的直接反应：轻松，高效且快速地合成具有完全立体选择性的（E）-α，β-不饱和羧酸
3. Direct Reaction of Dibromoacetic Acid with Aldehydes Promoted by Samarium Diiodide: An Easy,Efficient,and Rapid Synthesis of (E)-alpha,beta-Unsaturated Carboxylic Acids with Total Stereoselectivity [J] . Jose M.Concellon, Carmen Concellon The Journal of Organic Chemistry . 2006,第4期

机译：二溴乙酸与碘化Sa促进的醛的直接反应：轻松，高效且快速地合成具有完全立体选择性的（E）-α，β-不饱和羧酸
4. Design and synthesis of cyclic alpha,alpha-disubstituted a-amino acids:1-Substituted 4-aminopiperidine-4-carboxylic acids [C] . Hiroshi Suemune, Makoto Oba, Yukiko Takano International Peptide Symposium;European Peptide Symposium . 2005

机译：环状α，α-二取代的A-氨基酸的设计与合成：1-取代的4-氨基哌啶-4-羧酸
5. Constrained beta-prolines. (I) Methanopyrrolidine beta-amino acids: Synthesis and chracterization of novel C6-substituted analogues and peptide oligomers. (II) Synthesis of 2,2-disubstituted pyrrolidine-3-carboxylic acids. [D] . Hu, Zilun. 2015

机译：受约束的β-脯氨酸。（I）甲基吡咯烷β-氨基酸：新型C6取代的类似物和肽低聚物的合成和表征。（II）2，2-二取代的吡咯烷-3-羧酸的合成。
6. Dodecatungstophosphoric Acid (H3PW12O40) Samarium and Ruthenium (ІІІ) Chloride Catalyzed Synthesis of Unsaturated 2-Phenyl-5(4H)-oxazolone Derivatives under Solvent-free Conditions [O] . Ahmad Momeni Tikdari, Samieh Fozooni, Hooshang Hamidian 2008

机译：无溶剂条件下十二碳三磷酸（H3PW12O40）Sa和氯化钌（ІІІ）催化合成不饱和2-苯基-5（4H）-恶唑酮衍生物
7. Aldol-type Reactions of Unmasked Iodoacetic Acid with Carbonyl Compounds Promoted by Samarium Diiodide: Efficient Synthesis of Carboxylic 3-Hydroxyacids and Their Derivatives [O] . -1

机译：未溶质碘乙酸与钐胺衍生物促进的羰基化合物的醛醇型反应：有效合成羧酸3-羟基酸及其衍生物

Synthesis of Different Deuterated Carboxylic Acids from Unsaturated Acids Promoted by Samarium Diiodide and D_2O

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