Synthesis of Halogenated Carboxylic Acids and Amino Acids
@article{Czekelius2010SynthesisOH, title={Synthesis of Halogenated Carboxylic Acids and Amino Acids}, author={Constantin Czekelius and C Christoph Tzschucke}, journal={ChemInform}, year={2010}, volume={41} }
This review summarizes and focuses on stereoselective methodsfor the preparation of halogenated carboxylic acids and amino acids.Diastereoselective and enantioselective halogen atom transfer processesas well as methods for the synthesis of fluoroalkyl-substitutedcompounds are discussed in detail. 1 Introduction 2 Stereoselective Halogenation Reactions 2.1 Diastereoselective Transformations 2.2 Processes Employing Chiral Auxiliaries 2.3 Organocatalytic Methods 2.4 Chiral Halogenating Reagents 2…
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References
SHOWING 1-2 OF 2 REFERENCES
Handbook of fluorous chemistry
- Chemistry, Biology
- 2004
This chapter discusses the development of strategies for the recovery of Fluorous Catalysts and Reagents in Synthesis and Catalysis, and some of the techniques used to achieve this goal are described.
Synthesis of Halogenated Carboxylic Acids and Amino Acids
- 2010