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RESEARCH PRODUCT
Novel Approach for Asymmetric Synthesis of Fluorinated β-Amino Sulfones and Allylic Amines
Santos FusteroAna BartolomeJuan García SolerMaria Sanchez Rosellosubject
Allylic rearrangementHydrocarbons FluorinatedChemistryorganic chemicalsOrganic ChemistryEnantioselective synthesisStereoisomerismGeneral MedicineCombinatorial chemistryBiochemistryAllyl CompoundsOrganic chemistrySulfonesAminesPhysical and Theoretical Chemistrydescription
[reaction: see text] Enantiomerically pure gamma-fluoroalkyl beta-amino sulfones are readily synthesized in three steps starting from fluorinated imidoyl chlorides and arylmethyl sulfones. A complementary two-step sequence starting from chiral fluorinated beta-amino sulfoxides has also been developed. To illustrate the application of this procedure, a new method for the synthesis of alpha-fluoroalkyl allylic amines in optically pure form involving a Julia methylenation-desulfonylation reaction is presented.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2003-07-01 | Organic Letters |