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Synthesis of conformationally restricted amino acids - Highly versatile scaffolds

Sahr, Florian A. (2010) Synthesis of conformationally restricted amino acids - Highly versatile scaffolds. PhD, Universität Regensburg.

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Date of publication of this fulltext: 04 Aug 2010 14:05

Abstract (English)

The synthesis of different cispentacin derivatives as well as of a conformational restricted gamma-amino acid was accomplished starting from furan methyl ester and the thereof derived trans-substituted gamma-butyrolactone respectively. The keystep in this synthetic approach is a [3+2]-nitrone-cycloaddition reaction affording two diastereomeric products which were subsequently transformed in a ...


Translation of the abstract (German)

Die Darstellung verschiedener Cispentacin-Derivate, als auch einer gamma-Aminosäure wurde ausgehend von Furancarbonsäuremethylester bzw. eines davon abgeleiteten gamma-Butyrolactons erreicht. Der Schlüsselschritt dieser Synthese war eine [3+2]-Nitron-Cycloaddition welche zwei diastereomere Produkte ergab, die hierauf zu den entsprechenden Zielverbindungen umgesetzt wurden. Diese Aminosäuren haben ...


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Item type:Thesis of the University of Regensburg (PhD)
Date:4 August 2010
Referee:Prof. Dr. Oliver Reiser
Date of exam:6 August 2009
Institutions:Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Interdisciplinary Subject Network:Not selected
Keywords:Aminosäuren <beta->, Aminosäuren <gamma->, Stereoselektive Synthese, Nitrone, Dipolare Cycloaddition, Piperazindion <2,5->, Diketopiperazin-Aminosäuren, Cispentacin, amino acids <beta->, amino acids <gamma->, intramolecular nitrone cycloaddition, cispentacin, diketopiperazine amino acid
Dewey Decimal Classification:500 Science > 540 Chemistry & allied sciences
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Yes
Item ID:13402
Owner only: item control page


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