Super-Electron-Donor 2-Azaallyl Anions Enable Construction of Isoquinolines.
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DOI: 10.1021/acs.orglett.2c00140
Abstract: Herein is introduced the application of "super-electron-donor"(SED) 2-azaallyl anions in a tandem reduction/radical cyclization/radical coupling/aromatization protocol that enables the rapid construction of isoquinolines. The value of this transition-metal-free method is highlighted by the wide range… read more here.
Keywords: electron donor; super electron; donor azaallyl; construction isoquinolines ... See more keywords
Umpolung Synthesis of 1,3-Amino Alcohols: Stereoselective Addition of 2-Azaallyl Anions to Epoxides.
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DOI: 10.1021/acs.orglett.7b01471
Abstract: We report the direct preparation of 1,3-amino alcohols that contain up to three contiguous stereogenic centers by the umpolung coupling of imines and epoxides. Nucleophilic 2-azaallyl anions, generated from imines, are stereoselectively added to epoxides… read more here.
Keywords: amino; synthesis amino; umpolung synthesis; alcohols stereoselective ... See more keywords
Nickel-catalyzed enantioselective vinylation of aryl 2-azaallyl anions†‡
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DOI: 10.1039/d1sc00972a
Abstract: A unique enantioselective nickel-catalyzed vinylation of 2-azaallyl anions is advanced for the first time. This method affords diverse vinyl aryl methyl amines with high enantioselectivities, which are frequently occurring scaffolds in natural products and medications.… read more here.
Keywords: vinylation; catalyzed enantioselective; azaallyl anions; enantioselective vinylation ... See more keywords