6533b7d6fe1ef96bd1266862

RESEARCH PRODUCT

Recent progress in the application of fluorinated chiral sulfinimine reagents

Haibo MeiJianlin HanVadim A. SoloshonokVadim A. SoloshonokSantos FusteroRaquel RománRenzo Ruzziconi

subject

010405 organic chemistryChemistryOrganic ChemistryEnantioselective synthesisAsymmetric synthesisFluoro-imineAmino compounds010402 general chemistry01 natural sciencesBiochemistryCombinatorial chemistry0104 chemical sciencesInorganic ChemistrySulfinimineReagentEnvironmental ChemistryPhysical and Theoretical ChemistryAmino compounds; Asymmetric synthesis; Fluoro-imine; Sulfinimine; Biochemistry; Environmental Chemistry; Physical and Theoretical Chemistry; Organic Chemistry; Inorganic Chemistry

description

Abstract The development of synthetic methodology allowing for a strategic incorporation of fluorine into target compounds is in a high demand in many areas of the chemical and pharmaceutical industries. In this regard, application of fluorinated chiral sulfinimine reagents, in particularly, N-tert-butylsulfinyl-3,3,3-trifluoroacetaldimine, is one of the most general and practical approaches for preparation of compounds containing pharmacophoric fluoro-amino-keto/hydroxy moieties. This article provides a timely and comprehensive overview of the recent synthetic applications of fluorinated chiral sulfinimine reagents for asymmetric synthesis of fluoro-containing polyfunctional amino-compounds of biological interest. Where it is possible, we emphasize the synthetic versatility and practicality of the reported methods.

https://doi.org/10.1016/j.jfluchem.2018.10.003