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RESEARCH PRODUCT
ChemInform Abstract: E,Z-Stereodivergent Synthesis of N-Tosyl α,β-Dehydroamino Esters via a Mukaiyama-Michael Addition
M. Carmen MuñozMiguel EspinosaLuz CardonaAndrea Garcia‐ortizGonzalo BlayJosé R. Pedrosubject
chemistry.chemical_compoundTosylchemistryMichael reactionchemistry.chemical_elementGeneral MedicineMedicinal chemistryTrifluoromethanesulfonateCopperDichloromethanedescription
The stereodivergent synthesis of N-tosyl α,β-dehydroamino esters via a Mukaiyama–Michael addition is reported. The reaction of silylketene acetals with N-tosylimines derived from β,γ-unsaturated α-keto esters in dichloromethane provided the corresponding (Z)-α,β-dehydroamino esters while the (E)-isomers were obtained when the reaction was carried out in the presence of 10 mol% copper(II) triflate.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2016-05-01 | ChemInform |