6533b831fe1ef96bd1298705
RESEARCH PRODUCT
Enantioselective organocatalytic intramolecular aza-Michael reaction: a concise synthesis of (+)-sedamine., (+)-allosedamine, and (+)-coniine
Diego JimenezSilvia CatalánSantos FusteroCarlos Del PozoJavier Ruiz Moscardósubject
chemistry.chemical_compoundConiineChemistryIntramolecular forceOrganic ChemistryEnantioselective synthesisMichael reactionOrganic chemistryPiperidinePhysical and Theoretical ChemistryBiochemistryCatalysisdescription
The intramolecular aza-Michael reaction of carbamates bearing remote alpha,beta-unsaturated aldehydes under organocatalytic conditions took place with good yields and excellent ee's when Jorgensen catalyst IV was used in the process, giving rise to the enantioselective formation of several five- and six-membered heterocycles. The developed methodology was applied to the synthesis of three piperidine alkaloids.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2007-01-01 |