Development of acyl anion precursors and their applications

Reis, Ömer
This thesis presents the development of new acyl anion precursors and their applications. The main concern of this thesis was to make use of acyl anion precursors in catalytic bond forming reactions. Toward this aim, previously known cyanide ion catalyzed cleavage of benzils was investigated in scope and efficiency in unsymmetrical benzoin condensation. Although benzils were proved to be useful entities as acyl anion precursors in benzoin condensation, they suffer some major drawbacks. Therefore acylphosphonates were proposed and investigated as a new generation of acyl anion precursor. They were found to be highly versatile and efficient in both catalytic unsymmetrical benzoin synthesis and other useful transformations.


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Barış, Şehriban; Demir, Ayhan Sıtkı; Department of Chemistry (2007)
This thesis presents synthesis and different reactions of alpha-keto-beta-hydroxyphosphonates. Toward this aim, the hydroxyl functionality of alpha-hydroxycarboxylic acids were protected with alkyl or acyl groups and then formation of acid chloride followed by the reaction with trialkylphosphite furnished protected alpha-keto-beta-hydroxyphosponates. Nucleophilic addition reactions were applied to these compounds to obtain quaternary alcohols with phosphonate functionality. The addition reactions were tried...
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İyigün, Çiğdem; Tanyeli, Cihangir; Department of Chemistry (2005)
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Şen, Selda; Gökağaç Arslan, Gülsün; Department of Chemistry (2008)
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Citation Formats
Ö. Reis, “Development of acyl anion precursors and their applications,” Ph.D. - Doctoral Program, Middle East Technical University, 2005.