Asymmetric Azidation under Hydrogen Bonding Phase-Transfer Catalysis: A Combined Experimental and Computational Study
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DOI: 10.1021/jacs.1c13434
Abstract: Asymmetric catalytic azidation has increased in importance to access enantioenriched nitrogen containing molecules, but methods that employ inexpensive sodium azide remain scarce. This encouraged us to undertake a detailed study on the application of hydrogen… read more here.
Keywords: azidation; hydrogen; study; phase transfer ... See more keywords
Site- and Enantioselective Manganese-Catalyzed Benzylic C-H Azidation of Indolines.
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DOI: 10.1021/jacs.2c07089
Abstract: A manganese-catalyzed highly site- and enantioselective benzylic C-H azidation of indolines has been described. The practical method is applicable for azidation of a tertiary benzylic C-H bond with good functional group tolerance, allowing facile access… read more here.
Keywords: manganese catalyzed; benzylic azidation; azidation; azidation indolines ... See more keywords
Decatungstate-photocatalysed C(sp3)-H azidation.
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DOI: 10.1039/d2cc00425a
Abstract: C-H Azidation is an increasingly important tool for bioconjugation, materials chemistry, and the synthesis of nitrogen-containing natural products. While several approaches have been developed, these often require exotic and energetic reagents, expensive photocatalysts, or both.… read more here.
Keywords: sp3 azidation; azidation; decatungstate photocatalysed; photocatalysed sp3 ... See more keywords
Organocatalytic asymmetric azidation of sulfoxonium ylides: mild synthesis of enantioenriched α-azido ketones bearing a labile tertiary stereocenter
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DOI: 10.1039/d2sc03552a
Abstract: Disclosed here is a catalytic asymmetric azidation reaction for the efficient synthesis of α-azido ketones bearing a labile tertiary stereocenter. With a superb chiral squaramide catalyst, a mild asymmetric formal H–N3 insertion of α-carbonyl sulfoxonium… read more here.
Keywords: bearing labile; azido ketones; asymmetric azidation; azidation ... See more keywords