Asymmetric Umpolung (3+2) Cycloadditions of Iminoesters with α,β-Unsaturated-2-acyl Imidazoles for the Synthesis of Substituted Pyrrolidines.
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DOI: 10.1021/acs.orglett.2c01438
Abstract: An enantioselective (3+2) cycloaddition reaction of iminoesters occurring with opposite regioselectivity is reported. This reaction provides chiral polysubstituted pyrrolidines with high enantioselectivities (up to 97%), diastereoselectivities (>20:1), and yields (up to 99%). Interestingly, changing the… read more here.
Keywords: iminoesters unsaturated; asymmetric umpolung; cycloadditions iminoesters; acyl imidazoles ... See more keywords
Chiral-at-Metal Rh(III) Complex-Catalyzed Michael Addition of Pyrazolones with α,β-Unsaturated 2-Acyl Imidazoles.
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DOI: 10.1021/acs.orglett.8b00040
Abstract: An efficient enantioselective conjugate addition of pyrazolones with α,β-unsaturated 2-acyl imidazoles catalyzed by chiral-at-metal rhodium complex is reported. The corresponding adducts were obtained in good yields (85%-96%) with excellent enantioselectivities (up to >99%). This protocol… read more here.
Keywords: pyrazolones unsaturated; unsaturated acyl; acyl imidazoles; chiral metal ... See more keywords
Electrochemical Enantioselective Nucleophilic α-C(sp3)-H Alkenylation of 2-Acyl Imidazoles.
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DOI: 10.1021/jacs.2c01686
Abstract: Merging electrochemistry with asymmetric catalysis promises to provide an environmentally friendly and efficient strategy for the construction of nonracemic chiral molecules. However, in practice, significant challenges arise from the instability or incompatibility of the chiral… read more here.
Keywords: sp3 alkenylation; nucleophilic sp3; acyl imidazoles; enantioselective nucleophilic ... See more keywords
Enantioselective conjugate addition of hydroxylamines to α,β-unsaturated 2-acyl imidazoles catalyzed by a chiral-at-metal Rh(III) complex
Sign Up to like & getrecommendations! Published in 2017 at "Organic chemistry frontiers"
DOI: 10.1039/c6qo00865h
Abstract: A catalytic enantioselective hydroxyamination of α,β-unsaturated 2-acyl imidazoles with N-protected hydroxyl amines catalyzed by a chiral-at-metal Rh(III) complex (0.5–2 mol%) has been developed. The approach affords valuable N-Boc protected β-amino acid derivatives in moderate to… read more here.
Keywords: unsaturated acyl; catalyzed chiral; acyl imidazoles; chiral metal ... See more keywords