Diastereoselective Synthesis of Anti-beta-Substituted alpha-Aminobutanoic Acids via Michael Addition Reactions of Nucleophiles to New Chiral Ni(II) Complexes of Dehydroaminobutanoic Acid

A.S.Saghiyan; H.H.Hambardzumyan; L.L.Manasyan; A.A.Petrosyan; V.I.Maleev; A.S.Peregudov

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Diastereoselective Synthesis of Anti-beta-Substituted alpha-Aminobutanoic Acids via Michael Addition Reactions of Nucleophiles to New Chiral Ni(II) Complexes of Dehydroaminobutanoic Acid

机译：通过亲核试剂与脱氢氨基丁酸的新手性Ni（II）配合物的迈克尔加成反应，对非β取代的α-氨基丁酸进行非对映选择性合成

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New chiral Ni~(II) complex of the dehydroaminobutanoic acid Schiff base with (S)-N-(2-benzoylphenyl)-l-(3,4-dichlorbenzyl)pyrrolidyl-2-carboxamide (CPB) was synthesized and tested as electrophile component in the asymmetric Michael addition reactions with nucleophiles (imidazole,benzylamine,methoxy ion,ethoxy ion).The method of the asymmetric synthesis of beta-substituted (S)-alpha-amino acids with high d.e > 80% was developed.

机译：合成了脱氢氨基丁酸席夫碱与（S）-N-（2-苯甲酰基苯基）-1-（3,4-二氯苄基）吡咯烷基-2-羧酰胺（CPB）的新手性Ni〜（II）配合物，并作为亲电试剂进行了测试与亲核试剂（咪唑，苄胺，甲氧基离子，乙氧基离子）发生不对称迈克尔加成反应中的芳族化合物。开发了不对称合成高de> 80％的β-取代（S）-α-氨基酸的方法。

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《Synthetic Communications》 |2005年第3期|共11页
作者
A.S.Saghiyan; H.H.Hambardzumyan; L.L.Manasyan; A.A.Petrosyan; V.I.Maleev; A.S.Peregudov;
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正文语种 eng
中图分类有机化学;
关键词
Diastereoselective synthesis; chiral Ni~(II) complex; beta-substituted (S)-alpha-amino acids;

机译：非对映选择性合成;手性Ni〜（II）配合物;β-取代的（S）-α-氨基酸;

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1. Diastereoselective Synthesis of Anti-beta-Substituted alpha-Aminobutanoic Acids via Michael Addition Reactions of Nucleophiles to New Chiral Ni(II) Complexes of Dehydroaminobutanoic Acid [J] . A.S.Saghiyan, H.H.Hambardzumyan, L.L.Manasyan, Synthetic Communications . 2005,第3期

机译：通过亲核试剂与脱氢氨基丁酸的新手性Ni（II）配合物的迈克尔加成反应，对非β取代的α-氨基丁酸进行非对映选择性合成
2. Asymmetric synthesis of ot-amino acids via homologation of Ni(II) complexes of glycine Schiff bases. Part 3: Michael addition reactions and miscellaneous transformations [J] . Jose Luis Aceiia, Alexander E. Sorochinsky, Vadim Soloshonok Amino acids . 2014,第9期

机译：通过甘氨酸席夫碱Ni（II）配合物的同源性不对称合成ot-氨基酸。第3部分：迈克尔加成反应和其他变换
3. A unique case of face diastereoselectivity in the Michael addition reactions between Ni(II)-complexes of glycine and chiral 3-(E-enoyl)-1,3-oxazolidin-2-ones [J] . Vadim A.Soloshonok, Chaozhong Cai, Victor J.Hruby Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2000,第49期

机译：甘氨酸的Ni（II）配合物与手性3-（E-烯酰基）-1,3-恶唑烷-2-酮的Michael加成反应中的非对映选择性的独特情况
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. I. A1,3- strain enabled retention of chirality during Bis-cyclization of β-ketoamides: Asymmetric synthesis and bioactivity of salinosporamide a and derivatives II. Optimization of an Organic syntheses procedure: asymmetric nucleophile-catalyzed aldol-lactonization with aldehyde acids [D] . Nguyen, Henry 2010

机译：I. A1,3-菌株能够在β-酮基酰胺的双环化过程中保留手性：salinosporamide a和衍生物II的不对称合成和生物活性。有机合成程序的优化：醛酸不对称亲核催化醛醇内酯化
6. Diastereoselective Three-Component Reactions of Chiral Nickel(II) Glycinate for Convenient Synthesis of Novel α-Amino-β-Substituted-γγ-Disubstituted Butyric Acids [O] . Rui Zhou, Li Guo, Cheng Peng, 2014

机译：手性甘氨酸镍（II）的非对映选择性三组分反应可方便地合成新型α-氨基-β-取代的γγ-二取代的丁酸
7. Diastereoselective Three-Component Reactions of Chiral Nickel(II) Glycinate for Convenient Synthesis of Novel α-Amino-β-Substituted-γ,γ-Disubstituted Butyric Acids [O] . Rui Zhou, Li Guo, Cheng Peng, 2014

机译：手性镍（II）甘氨酸盐的非对映选择性三组分反应方便合成新型α-氨基-β-取代-γ，γ-二取代丁酸

Diastereoselective Synthesis of Anti-beta-Substituted alpha-Aminobutanoic Acids via Michael Addition Reactions of Nucleophiles to New Chiral Ni(II) Complexes of Dehydroaminobutanoic Acid

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