Synthesis of Six-Membered Spiro Azacyclic Oxindole Derivatives via a One-Pot Process of Umpolung Allylation/Aza-Prins Cyclization.
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DOI: 10.1021/acs.orglett.1c00292
Abstract: An unprecedented synthetic approach involving umpolung allylation/aza-Prins cyclization of N-2,2,2-trifluoroethylisatin ketimines is described. The reactions proceed smoothly with allyl bromide in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene, H2O, and trimethylsilyl bromide; this one-pot protocol allows access to… read more here.
Keywords: umpolung allylation; one pot; prins cyclization; aza prins ... See more keywords
Intramolecular Umpolung Allylation of Imines.
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DOI: 10.1021/acs.orglett.8b02536
Abstract: An intramolecular umpolung allylation of imines is reported. This reaction occurs via the intermediacy of 2-azaallyl anions. It could proceed either under transition-metal-catalyzed conditions or under transition-metal-free conditions. Importantly, this approach afforded trans-3-vinyl-4-aminochromanes with high… read more here.
Keywords: intramolecular umpolung; umpolung allylation; allylation imines;
Iridium-Catalyzed Asymmetric Umpolung Allylation of N-FluorÂenyl Imines to Prepare 1,4-Disubstituted Homoallylic Amines
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DOI: 10.1055/s-0036-1588514
Abstract: The discovery and development of an Ir-catalyzed asymmetric umpolung allylation of imines is discussed here. This method produces 1,4-disubstituted homoallylic amines, a class of compounds that are difficult to access by conventional methods. This reaction… read more here.
Keywords: catalyzed asymmetric; homoallylic amines; umpolung allylation; asymmetric umpolung ... See more keywords