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RESEARCH PRODUCT

New approaches to the synthesis of organofluorine nitrogenated derivatives

Santos FusteroJuan F. Sanz-cerveraMaría Sánchez-rosellóGema ChivaAntonio Simón-fuentesJulio Piera

subject

Allylic rearrangementChemistryOrganic ChemistryEnantioselective synthesisGeneral MedicineMetathesisCombinatorial chemistryBiochemistryInorganic ChemistryRing-closing metathesisSalt metathesis reactionEnvironmental ChemistryOrganic chemistryPhysical and Theoretical Chemistry

description

Fluorinated carboxylic acids are valuable building blocks for several types of organofluorine nitrogenated derivatives. In this review paper, several strategies that use these compounds as starting materials are described. First, fluorinated seven-membered cyclic β-amino esters can be diastereoselectively synthesized from these compounds with a ring-closing metathesis (RCM) reaction as the key step. The use of the RCM reaction in a different approach enables the preparation of fluorinated cyclic α-amino acid derivatives. Fluorinated carboxylic acids also constitute the starting material for the asymmetric synthesis of fluorinated allylic amines. Finally, a solution and solid-phase synthesis of fluorinated uracils and thiouracils is described.

yearjournalcountryeditionlanguage
2004-09-21Journal of Fluorine Chemistry
https://doi.org/10.1016/j.jfluchem.2003.12.016