Organocatalytic Asymmetric Condensation/Keto-Enol Tautomerization Tandem Reaction: Access to Cyclobutanone a-Amino Acid Ester Derivatives

Angelo Frongia; Nicola Melis; Ilaria Serra

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Organocatalytic Asymmetric Condensation/Keto-Enol Tautomerization Tandem Reaction: Access to Cyclobutanone a-Amino Acid Ester Derivatives

机译：有机催化不对称缩合/酮-烯醇互变异构串联反应：获得环丁酮α-氨基酸酯衍生物

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摘要

A practical method for the synthesis of optically active α-amino cyclobutanones has been developed, via an organocatalytic asymmetric condensation reaction between racemic 2-hydroxycyclobutanone and chiral N-alkyl-a-amino acid ester derivatives.

机译：通过外消旋2-羟基环丁酮与手性N-烷基-α-氨基酸酯衍生物之间的有机催化不对称缩合反应，已经开发出一种实用的合成光学活性α-氨基环丁酮的方法。

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《Asian Journal of Organic Chemistry》 |2014年第4期|共4页
作者
Angelo Frongia; Nicola Melis; Ilaria Serra;
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正文语种 eng
中图分类有机化学;
关键词
amines; amino acid esters; carbocyclcs; organocatalysis; lautomerism;

机译：胺;氨基酸酯;碳环化合物;有机催化;月桂酸;

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1. Organocatalytic Asymmetric Condensation/Keto-Enol Tautomerization Tandem Reaction: Access to Cyclobutanone a-Amino Acid Ester Derivatives [J] . Angelo Frongia, Nicola Melis, Ilaria Serra Asian Journal of Organic Chemistry . 2014,第4期

机译：有机催化不对称缩合/酮-烯醇互变异构串联反应：获得环丁酮α-氨基酸酯衍生物
2. Organocatalytic asymmetric tandem condensation-intramolecular rearrangement-protonation: an approach to optically active a-amino thioester derivatives [J] . Francesca Capitta, Angelo Frongia, Pier Paolo Piras, Organic & biomolecular chemistry . 2012,第3期

机译：有机催化不对称串联缩合-分子内重排质子化：一种光学活性α-氨基硫酯衍生物的方法
3. Organocatalytic Asymmetric Biomimetic Transamination:From a-Keto Esters to Optically Active a-Amino Acid Derivatives [J] . Xiao Xiao, Ying Xie, Cunxiang Su, Journal of the American Chemical Society . 2011,第33期

机译：有机催化不对称仿生转氨反应：从α-酮酯到光学活性α-氨基酸衍生物
4. Michael Addition Reactions between Nucleophilic GlycineEquivalents and Acrylic Acid Derivatives as a Practicaland Generalized Approach to the Asymmetric Synthesisof II-Substituted-a-Amino Acids [C] . Vadim A. Soloshonok, Hisanori Ueki, Trevor K. Ellis ACS symposium asymmetric synthesis and application of α-amino acids . 2009

机译：亲核糖糖糖尿剂与丙烯酸衍生物之间的迈克尔添加反应作为不对称合成的不对称 - A-氨基酸的不对称方法的普遍化方法
5. 1. Studies directed toward the synthesis of 20B-carbachaparrinone analogs via a samarium (II) iodide ring closure of a highly functionalized intermediate. 2. Synthesis of 5-oxo-cyclopent-1-enecarboxylic acid methyl esters via a novel tandem aldol-knoevenagel condensation. 3. Novel carbocyclic ring formation via intramolecular enol trapping of an allyl cation in acidic polar media. [D] . DeSelms, Robert Herschel. 2002

机译：1.研究针对通过高度官能化中间体的碘化sa（II）闭环合成20B-氨基苯甲酰吗啉酮类似物。 2.通过新型串联的羟醛-knoevenagel缩合合成5-氧代-环戊-1-烯羧酸甲酯。 3.通过在酸性极性介质中烯丙基阳离子的分子内烯醇捕获而形成新的碳环。
6. Organocatalysis Special Feature: Organocatalytic asymmetric assembly reactions for the syntheses of carbohydrate derivatives by intermolecular Michael-Henry reactions [O] . Hisatoshi Uehara, Ritsuo Imashiro, Gloria Hernández-Torres, 2010

机译：有机催化特征：通过分子间迈克尔-亨利反应合成碳水化合物衍生物的有机催化不对称组装反应
7. Direct Access to Enantiomerically Enriched a-Amino Phosphonic Acid Derivatives by Organocatalytic Asymmetric Hydrophosphonylation of Imines [O] . -1

机译：通过亚胺的有机催化不对称氢膦化直接进入对映体富集的A-氨基膦酸衍生物

Organocatalytic Asymmetric Condensation/Keto-Enol Tautomerization Tandem Reaction: Access to Cyclobutanone a-Amino Acid Ester Derivatives

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