Enantioselective Allylation of Stereogenic Nitrogen Centers
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DOI: 10.1021/acs.orglett.3c00195
Abstract: Most tertiary amines with a stereogenic nitrogen center undergo rapid racemization at room temperature. Consequently, the quaternization of amines under dynamic kinetic resolution seems feasible. N-Methyl tetrahydroisoquinolines are converted into configurationally stable ammonium ions by… read more here.
Keywords: nitrogen; stereogenic nitrogen; nitrogen centers; allylation stereogenic ... See more keywords
Rhodium-Catalyzed Enantioselective N-Allylation of Sulfoximines.
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DOI: 10.1021/acs.orglett.3c00414
Abstract: The N-functionalization of free sulfoximines is an important approach to modifying their chemical and biological properties for downstream applications. Here, we report a rhodium-catalyzed N-allylation of free sulfoximines (═NH) with allenes under mild conditions. The… read more here.
Keywords: allylation; rhodium catalyzed; catalyzed enantioselective; allylation sulfoximines ... See more keywords
One-Pot Chemoenzymatic Cascade for the Enantioselective C(1)-Allylation of Tetrahydroisoquinolines
Sign Up to like & getrecommendations! Published in 2023 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.2c09176
Abstract: Herein, we report a one-pot, chemoenzymatic process for the synthesis of enantioenriched C(1)-allylated tetrahydroisoquinolines. This transformation couples a monoamine oxidase (MAO-N)-catalyzed oxidation with a metal catalyzed allylboration, followed by a biocatalytic deracemization to afford allylic… read more here.
Keywords: pot chemoenzymatic; one pot; chemoenzymatic cascade; cascade enantioselective ... See more keywords