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Stereoselective Approach to New Conformationally Restricted alpha-Amino Acids,Stereoselective Synthesis of alpha-Trifluoromethylated alpha-Amino Acids

Stereoselective Approach to New Conformationally Restricted alpha-Amino Acids,Stereoselective Synthesis of alpha-Trifluoromethylated alpha-Amino Acids

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Prüfsumme: MD5:72ec67f261f536ec1e97102e5f97b019

KOPYLOVA, Natalia, 2010. Stereoselective Approach to New Conformationally Restricted alpha-Amino Acids,Stereoselective Synthesis of alpha-Trifluoromethylated alpha-Amino Acids

@phdthesis{Kopylova2010Stere-9970, title={Stereoselective Approach to New Conformationally Restricted alpha-Amino Acids,Stereoselective Synthesis of alpha-Trifluoromethylated alpha-Amino Acids}, year={2010}, author={Kopylova, Natalia}, address={Konstanz}, school={Universität Konstanz} }

New optically active free amino acids, namely 2,3-ethano- and 2,3-propanoproline, were synthesized using a reaction of corresponding gamma-functionalized carbonyl compounds with 2-methyl-2-(((1S)-1-phenylethyl)amino)propanenitrile as a key step.<br />Approach to a new camphor-derived 2-cyanopyrrolidine and 2-cyanopiperidines was developed.<br />The Pd-catalyzed carboalkoxylation of 2,2,2-trifluoro-N-(p-anisyl)-acetimidoyl iodide and 2,2,2-trifluoro-N-(1-phenylethyl)-acetimidoyl iodide was investigated. The reaction conditions were optimized that gave possibility to obtain chiral imino esters.<br />Nucleophilic alkylation of the imino esters was performed. It was shown that the remote position of the chiral auxiliary and the nature of a nucleophile have a drastic effect on the diastereoselectivity of the reaction. 2011-03-24T18:15:39Z Stereoselektiver Zugang zu den neuen konformativ gespannten alpha-Aminosäuren,Stereoselektive Synthese von alpha-trifluormethylhaltigen alpha-Aminosäuren deposit-license eng application/pdf Stereoselective Approach to New Conformationally Restricted alpha-Amino Acids,Stereoselective Synthesis of alpha-Trifluoromethylated alpha-Amino Acids 2010 Kopylova, Natalia Kopylova, Natalia 2011-03-24T18:15:39Z

Dateiabrufe seit 01.10.2014 (Informationen über die Zugriffsstatistik)

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