Stereoselective Synthesis of Quaternary Proline Analogues
Identifieur interne : 001224 ( Main/Merge ); précédent : 001223; suivant : 001225Stereoselective Synthesis of Quaternary Proline Analogues
Auteurs : M. Isabel Calaza ; Carlos Cativiela [Espagne]Source :
- European Journal of Organic Chemistry [ 1434-193X ] ; 2008-07.
English descriptors
- KwdEn :
- Active peptides, Adduct, Alkylation, Alkylations, Alkylproline derivatives, Alonso, Amino, Amino acids, Analogue, Angew, Asymmetric, Asymmetric synthesis, Asymmetry, Azomethine, Azomethine ylide, Azomethine ylides, Benzyl, Bioorg, Bond formation, Calaza, Carbonyl, Catalytic system, Cativiela, Chem, Chiral, Chirality, Chirality transfer, Column chromatography, Cyclic, Cyclization, Cycloaddition, Cycloaddition reactions, Cycloadditions, Derivative, Diastereoselective, Diastereoselectivities, Diastereoselectivity, Enantiomer, Enantiomerically, Endo, Endo selectivity, Enolate, Ester, Ether, Gmbh, Grigg, Intramolecular, Intramolecular cyclization, Kgaa, Lett, Lithium, Methodology, Methyl, Methyl ester, Microreview, Peptide, Polysubstituted, Proline, Proline analogues, Proline derivatives, Pyrrolidine, Pyrrolidine ring, Quaternary, Quaternary proline analogues, Quaternary proline analogues scheme, Quaternary prolines, Seebach, Selectivity, Stereoselective, Stereoselective synthesis, Synlett, Tetrahedron, Tetrahedron lett, Total synthesis, Tourw, Verlag, Verlag gmbh, Weinheim, Ylide, Ylides.
- Teeft :
- Active peptides, Adduct, Alkylation, Alkylations, Alkylproline derivatives, Alonso, Amino, Amino acids, Analogue, Angew, Asymmetric, Asymmetric synthesis, Asymmetry, Azomethine, Azomethine ylide, Azomethine ylides, Benzyl, Bioorg, Bond formation, Calaza, Carbonyl, Catalytic system, Cativiela, Chem, Chiral, Chirality, Chirality transfer, Column chromatography, Cyclic, Cyclization, Cycloaddition, Cycloaddition reactions, Cycloadditions, Derivative, Diastereoselective, Diastereoselectivities, Diastereoselectivity, Enantiomer, Enantiomerically, Endo, Endo selectivity, Enolate, Ester, Ether, Gmbh, Grigg, Intramolecular, Intramolecular cyclization, Kgaa, Lett, Lithium, Methodology, Methyl, Methyl ester, Microreview, Peptide, Polysubstituted, Proline, Proline analogues, Proline derivatives, Pyrrolidine, Pyrrolidine ring, Quaternary, Quaternary proline analogues, Quaternary proline analogues scheme, Quaternary prolines, Seebach, Selectivity, Stereoselective, Stereoselective synthesis, Synlett, Tetrahedron, Tetrahedron lett, Total synthesis, Tourw, Verlag, Verlag gmbh, Weinheim, Ylide, Ylides.
Abstract
This review describes available methods for the diastereoselective and asymmetric synthesis of quaternary prolines. The focus is on the preparation of α‐functionalized prolines in which the pyrrolidine moiety is not embedded in a polycyclic frame. The diverse synthetic approaches are classified according to the bond that is formed to complete the quaternary skeleton.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
Url:
- https://api.istex.fr/document/FBC8754E2D439D1C0BD4B9848B5FAB6C03CBBA52/fulltext/pdf
- http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2719988
DOI: 10.1002/ejoc.200800225
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<front><div type="abstract" xml:lang="en">This review describes available methods for the diastereoselective and asymmetric synthesis of quaternary prolines. The focus is on the preparation of α‐functionalized prolines in which the pyrrolidine moiety is not embedded in a polycyclic frame. The diverse synthetic approaches are classified according to the bond that is formed to complete the quaternary skeleton.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)</div>
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<term>Alkylproline derivatives</term>
<term>Alonso</term>
<term>Amino</term>
<term>Amino acids</term>
<term>Analogue</term>
<term>Angew</term>
<term>Asymmetric</term>
<term>Asymmetric synthesis</term>
<term>Asymmetry</term>
<term>Azomethine</term>
<term>Azomethine ylide</term>
<term>Azomethine ylides</term>
<term>Benzyl</term>
<term>Bioorg</term>
<term>Bond formation</term>
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<term>Cycloadditions</term>
<term>Derivative</term>
<term>Diastereoselective</term>
<term>Diastereoselectivities</term>
<term>Diastereoselectivity</term>
<term>Enantiomer</term>
<term>Enantiomerically</term>
<term>Endo</term>
<term>Endo selectivity</term>
<term>Enolate</term>
<term>Ester</term>
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<term>Quaternary proline analogues scheme</term>
<term>Quaternary prolines</term>
<term>Seebach</term>
<term>Selectivity</term>
<term>Stereoselective</term>
<term>Stereoselective synthesis</term>
<term>Synlett</term>
<term>Tetrahedron</term>
<term>Tetrahedron lett</term>
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<term>Tourw</term>
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<term>Adduct</term>
<term>Alkylation</term>
<term>Alkylations</term>
<term>Alkylproline derivatives</term>
<term>Alonso</term>
<term>Amino</term>
<term>Amino acids</term>
<term>Analogue</term>
<term>Angew</term>
<term>Asymmetric</term>
<term>Asymmetric synthesis</term>
<term>Asymmetry</term>
<term>Azomethine</term>
<term>Azomethine ylide</term>
<term>Azomethine ylides</term>
<term>Benzyl</term>
<term>Bioorg</term>
<term>Bond formation</term>
<term>Calaza</term>
<term>Carbonyl</term>
<term>Catalytic system</term>
<term>Cativiela</term>
<term>Chem</term>
<term>Chiral</term>
<term>Chirality</term>
<term>Chirality transfer</term>
<term>Column chromatography</term>
<term>Cyclic</term>
<term>Cyclization</term>
<term>Cycloaddition</term>
<term>Cycloaddition reactions</term>
<term>Cycloadditions</term>
<term>Derivative</term>
<term>Diastereoselective</term>
<term>Diastereoselectivities</term>
<term>Diastereoselectivity</term>
<term>Enantiomer</term>
<term>Enantiomerically</term>
<term>Endo</term>
<term>Endo selectivity</term>
<term>Enolate</term>
<term>Ester</term>
<term>Ether</term>
<term>Gmbh</term>
<term>Grigg</term>
<term>Intramolecular</term>
<term>Intramolecular cyclization</term>
<term>Kgaa</term>
<term>Lett</term>
<term>Lithium</term>
<term>Methodology</term>
<term>Methyl</term>
<term>Methyl ester</term>
<term>Microreview</term>
<term>Peptide</term>
<term>Polysubstituted</term>
<term>Proline</term>
<term>Proline analogues</term>
<term>Proline derivatives</term>
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<term>Quaternary proline analogues</term>
<term>Quaternary proline analogues scheme</term>
<term>Quaternary prolines</term>
<term>Seebach</term>
<term>Selectivity</term>
<term>Stereoselective</term>
<term>Stereoselective synthesis</term>
<term>Synlett</term>
<term>Tetrahedron</term>
<term>Tetrahedron lett</term>
<term>Total synthesis</term>
<term>Tourw</term>
<term>Verlag</term>
<term>Verlag gmbh</term>
<term>Weinheim</term>
<term>Ylide</term>
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<front><div type="abstract" xml:lang="en">This review describes available methods for the diastereoselective and asymmetric synthesis of quaternary prolines. The focus is on the preparation of α‐functionalized prolines in which the pyrrolidine moiety is not embedded in a polycyclic frame. The diverse synthetic approaches are classified according to the bond that is formed to complete the quaternary skeleton.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)</div>
</front>
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</author>
<author><name sortKey="Cativiela, Carlos" sort="Cativiela, Carlos" uniqKey="Cativiela C" first="Carlos" last="Cativiela">Carlos Cativiela</name>
<affiliation><nlm:aff id="A1">Departamento de Química Orgánica, Instituto de Ciencia de Materiales de Aragón, Universidad de Zaragoza–CSIC, 50009 Zaragoza, Spain, Fax: +34 976 761210</nlm:aff>
<wicri:noCountry code="subfield">Fax: +34 976 761210</wicri:noCountry>
</affiliation>
</author>
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<idno type="pmid">19655047</idno>
<idno type="pmc">2719988</idno>
<idno type="url">http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2719988</idno>
<idno type="RBID">PMC:2719988</idno>
<idno type="doi">10.1002/ejoc.200800225</idno>
<date when="2008">2008</date>
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<idno type="wicri:doubleKey">1434-193X:2008:Calaza M:stereoselective:synthesis:of</idno>
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<sourceDesc><biblStruct><analytic><title xml:lang="en" level="a" type="main">Stereoselective Synthesis of Quaternary Proline Analogues</title>
<author><name sortKey="Calaza, M Isabel" sort="Calaza, M Isabel" uniqKey="Calaza M" first="M. Isabel" last="Calaza">M. Isabel Calaza</name>
<affiliation><nlm:aff id="A1">Departamento de Química Orgánica, Instituto de Ciencia de Materiales de Aragón, Universidad de Zaragoza–CSIC, 50009 Zaragoza, Spain, Fax: +34 976 761210</nlm:aff>
<wicri:noCountry code="subfield">Fax: +34 976 761210</wicri:noCountry>
</affiliation>
</author>
<author><name sortKey="Cativiela, Carlos" sort="Cativiela, Carlos" uniqKey="Cativiela C" first="Carlos" last="Cativiela">Carlos Cativiela</name>
<affiliation><nlm:aff id="A1">Departamento de Química Orgánica, Instituto de Ciencia de Materiales de Aragón, Universidad de Zaragoza–CSIC, 50009 Zaragoza, Spain, Fax: +34 976 761210</nlm:aff>
<wicri:noCountry code="subfield">Fax: +34 976 761210</wicri:noCountry>
</affiliation>
</author>
</analytic>
<series><title level="j">European journal of organic chemistry</title>
<idno type="ISSN">1434-193X</idno>
<imprint><date when="2008">2008</date>
</imprint>
</series>
</biblStruct>
</sourceDesc>
</fileDesc>
<profileDesc><textClass></textClass>
</profileDesc>
</teiHeader>
<front><div type="abstract" xml:lang="en"><p id="P1">This review describes available methods for the diastereoselective and asymmetric synthesis of quaternary prolines. The focus is on the preparation of α-functionalized prolines with the pyrrolidine moiety not embedded in a polycyclic frame. The diverse synthetic approaches are classified according to the bond which is formed to complete the quaternary skeleton.</p>
</div>
</front>
</TEI>
</PMC>
</double>
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