6533b853fe1ef96bd12acb56
RESEARCH PRODUCT
E,Z-Stereodivergent synthesis of N-tosyl α,β-dehydroamino esters via a Mukaiyama-Michael addition
Luz CardonaM. Carmen MuñozAndrea Garcia‐ortizGonzalo BlayJosé R. PedroMiguel Espinosasubject
010405 organic chemistryGeneral Chemical Engineeringchemistry.chemical_elementGeneral Chemistry010402 general chemistry01 natural sciencesCopper0104 chemical scienceschemistry.chemical_compoundchemistryTosylCompostos orgànicsMichael reactionOrganic chemistryAminoàcidsTrifluoromethanesulfonateQuímica orgànicaDichloromethanedescription
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 |
|---|---|---|---|---|
| 2016-01-01 |