Recent approaches towards the asymmetric synthesis of α,α-disubstituted α-amino acids
Identifieur interne : 001188 ( Main/Exploration ); précédent : 001187; suivant : 001189Recent approaches towards the asymmetric synthesis of α,α-disubstituted α-amino acids
Auteurs : Henning Vogt [Danemark] ; Stefan Br Se [Allemagne]Source :
- Organic & Biomolecular Chemistry [ 1477-0520 ] ; 2007.
Descripteurs français
- Wicri :
- topic : Acide.
English descriptors
- KwdEn :
- Acid, Acid residues, Acid synthesis, Additional steps, Aldehyde, Alkylation, Allylic, Allylic alkylation, Amination, Amino, Amino acid, Amino acid synthesis, Amino acids, Angew, Asymmetric, Asymmetric construction, Asymmetric strecker approach, Asymmetric strecker reaction, Asymmetric synthesis, Asymmetry, Azide, Azlactones, Best results, Biomol, Carbonyl compounds, Carboxylic group, Carda, Catalyst, Cativiela, Chem, Chiral, Chiral epoxides, Citric acid, Considerable attention, Corresponding acid, Curtius rearrangement, Cyclic, Cyclisation, Deprotonation, Diastereomeric, Diastereomeric ratios, Diastereomers, Diastereoselective alkylation, Diastereoselectivity, Electrophiles, Enantiomeric, Enantioselectivity, Epoxides, Ester, Etoh, Excellent yields, Glutamate, High enantiomeric, Hydrochloric acid, Hydrocyanic acid, Hydrogenation, Ichikawa, Imine, Kanai, Lett, Ligand, Main product, Maruoka, Meoh, Metabotropic, Metabotropic glutamate receptor antagonists, Naclo2 nah2, Naio4, Nan3, Nucleophilic, Nucleophilic addition, Nucleophilic alkylation, Ohfune, Open access, Organocatalysed, Oxazinone, Oxazinones, Reaction conditions, Reaction rate, Reagent, Rearrangement, Rearrangement reaction, Receptor, Room temperature, Royal society, Schiff, Schiff bases, Schmidt rearrangement, Sharpless, Shibasaki, Shinada, Sodium azide, Spontaneous cyclisation, Stereoselectivity, Strecker, Strecker products, Strecker reaction, Subsequent hydrogenation, Substance class, Substituents, Sulfonyl azides, Synlett, Tetrahedron, Tetrahedron lett, Toluene, Total synthesis.
- Teeft :
- Acid, Acid residues, Acid synthesis, Additional steps, Aldehyde, Alkylation, Allylic, Allylic alkylation, Amination, Amino, Amino acid, Amino acid synthesis, Amino acids, Angew, Asymmetric, Asymmetric construction, Asymmetric strecker approach, Asymmetric strecker reaction, Asymmetric synthesis, Asymmetry, Azide, Azlactones, Best results, Biomol, Carbonyl compounds, Carboxylic group, Carda, Catalyst, Cativiela, Chem, Chiral, Chiral epoxides, Citric acid, Considerable attention, Corresponding acid, Curtius rearrangement, Cyclic, Cyclisation, Deprotonation, Diastereomeric, Diastereomeric ratios, Diastereomers, Diastereoselective alkylation, Diastereoselectivity, Electrophiles, Enantiomeric, Enantioselectivity, Epoxides, Ester, Etoh, Excellent yields, Glutamate, High enantiomeric, Hydrochloric acid, Hydrocyanic acid, Hydrogenation, Ichikawa, Imine, Kanai, Lett, Ligand, Main product, Maruoka, Meoh, Metabotropic, Metabotropic glutamate receptor antagonists, Naclo2 nah2, Naio4, Nan3, Nucleophilic, Nucleophilic addition, Nucleophilic alkylation, Ohfune, Open access, Organocatalysed, Oxazinone, Oxazinones, Reaction conditions, Reaction rate, Reagent, Rearrangement, Rearrangement reaction, Receptor, Room temperature, Royal society, Schiff, Schiff bases, Schmidt rearrangement, Sharpless, Shibasaki, Shinada, Sodium azide, Spontaneous cyclisation, Stereoselectivity, Strecker, Strecker products, Strecker reaction, Subsequent hydrogenation, Substance class, Substituents, Sulfonyl azides, Synlett, Tetrahedron, Tetrahedron lett, Toluene, Total synthesis.
Abstract
The class of α,α-disubstituted α-amino acids has gained considerable attention in the past decades and continues doing so. The ongoing interest in biological and chemical properties of the substance class has inspired the development of many new methodologies for their asymmetric construction, which have not found their way into the general focus of organic chemistry yet. The aim of this review is to provide an overview of the developments in the field since 1998.
Url:
DOI: 10.1039/b611091f
Affiliations:
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<term>Allylic</term>
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<term>Asymmetric strecker approach</term>
<term>Asymmetric strecker reaction</term>
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<term>Azide</term>
<term>Azlactones</term>
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<term>Etoh</term>
<term>Excellent yields</term>
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<term>High enantiomeric</term>
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<term>Metabotropic glutamate receptor antagonists</term>
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<term>Oxazinone</term>
<term>Oxazinones</term>
<term>Reaction conditions</term>
<term>Reaction rate</term>
<term>Reagent</term>
<term>Rearrangement</term>
<term>Rearrangement reaction</term>
<term>Receptor</term>
<term>Room temperature</term>
<term>Royal society</term>
<term>Schiff</term>
<term>Schiff bases</term>
<term>Schmidt rearrangement</term>
<term>Sharpless</term>
<term>Shibasaki</term>
<term>Shinada</term>
<term>Sodium azide</term>
<term>Spontaneous cyclisation</term>
<term>Stereoselectivity</term>
<term>Strecker</term>
<term>Strecker products</term>
<term>Strecker reaction</term>
<term>Subsequent hydrogenation</term>
<term>Substance class</term>
<term>Substituents</term>
<term>Sulfonyl azides</term>
<term>Synlett</term>
<term>Tetrahedron</term>
<term>Tetrahedron lett</term>
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<term>Acid residues</term>
<term>Acid synthesis</term>
<term>Additional steps</term>
<term>Aldehyde</term>
<term>Alkylation</term>
<term>Allylic</term>
<term>Allylic alkylation</term>
<term>Amination</term>
<term>Amino</term>
<term>Amino acid</term>
<term>Amino acid synthesis</term>
<term>Amino acids</term>
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<term>Asymmetric strecker reaction</term>
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<term>Azlactones</term>
<term>Best results</term>
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<term>Carbonyl compounds</term>
<term>Carboxylic group</term>
<term>Carda</term>
<term>Catalyst</term>
<term>Cativiela</term>
<term>Chem</term>
<term>Chiral</term>
<term>Chiral epoxides</term>
<term>Citric acid</term>
<term>Considerable attention</term>
<term>Corresponding acid</term>
<term>Curtius rearrangement</term>
<term>Cyclic</term>
<term>Cyclisation</term>
<term>Deprotonation</term>
<term>Diastereomeric</term>
<term>Diastereomeric ratios</term>
<term>Diastereomers</term>
<term>Diastereoselective alkylation</term>
<term>Diastereoselectivity</term>
<term>Electrophiles</term>
<term>Enantiomeric</term>
<term>Enantioselectivity</term>
<term>Epoxides</term>
<term>Ester</term>
<term>Etoh</term>
<term>Excellent yields</term>
<term>Glutamate</term>
<term>High enantiomeric</term>
<term>Hydrochloric acid</term>
<term>Hydrocyanic acid</term>
<term>Hydrogenation</term>
<term>Ichikawa</term>
<term>Imine</term>
<term>Kanai</term>
<term>Lett</term>
<term>Ligand</term>
<term>Main product</term>
<term>Maruoka</term>
<term>Meoh</term>
<term>Metabotropic</term>
<term>Metabotropic glutamate receptor antagonists</term>
<term>Naclo2 nah2</term>
<term>Naio4</term>
<term>Nan3</term>
<term>Nucleophilic</term>
<term>Nucleophilic addition</term>
<term>Nucleophilic alkylation</term>
<term>Ohfune</term>
<term>Open access</term>
<term>Organocatalysed</term>
<term>Oxazinone</term>
<term>Oxazinones</term>
<term>Reaction conditions</term>
<term>Reaction rate</term>
<term>Reagent</term>
<term>Rearrangement</term>
<term>Rearrangement reaction</term>
<term>Receptor</term>
<term>Room temperature</term>
<term>Royal society</term>
<term>Schiff</term>
<term>Schiff bases</term>
<term>Schmidt rearrangement</term>
<term>Sharpless</term>
<term>Shibasaki</term>
<term>Shinada</term>
<term>Sodium azide</term>
<term>Spontaneous cyclisation</term>
<term>Stereoselectivity</term>
<term>Strecker</term>
<term>Strecker products</term>
<term>Strecker reaction</term>
<term>Subsequent hydrogenation</term>
<term>Substance class</term>
<term>Substituents</term>
<term>Sulfonyl azides</term>
<term>Synlett</term>
<term>Tetrahedron</term>
<term>Tetrahedron lett</term>
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<front><div type="abstract">The class of α,α-disubstituted α-amino acids has gained considerable attention in the past decades and continues doing so. The ongoing interest in biological and chemical properties of the substance class has inspired the development of many new methodologies for their asymmetric construction, which have not found their way into the general focus of organic chemistry yet. The aim of this review is to provide an overview of the developments in the field since 1998.</div>
</front>
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