Chiral Piperidines from Acyclic Amines via Enantioselective, Radical-Mediated δ C–H Cyanation
نویسندگان
چکیده
منابع مشابه
Asymmetric synthesis of substituted NH-piperidines from chiral amines.
Previously, we reported an efficient asymmetric synthesis of substituted piperidines through an exocyclic chirality induced nitroalkene/amine/enone (NAE) condensation reaction. An effective protecting group strategy was developed herein to achieve enantiopure piperidines (yields up to 92%) with complete chirality retention (ee > 95%). A simple derivatization of the obtained piperidines gave thi...
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Six 4-substituted quinolones 6-8, which bear an ω-iodoalkyl chain, were prepared and subjected to reductive radical cyclisation conditions employing BEt(3)/O(2) as the initiator and either Bu(3)SnH or TMS(3)SiH as hydride source. 4-(4-Iodobutyl)-quinolone (6a) and 4-(3-iodopropylthio)-quinolone (8a) gave the respective 6-endo-cyclisation products in good yields. 4-(3,3-Dimethyl-4-iodobutyl)-qui...
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The control of absolute configuration of quaternary stereocenters represents a great challenge in asymmetric catalysis.1-3 A conceptually direct and attractive approach is to transform prochiral ketones to chiral building blocks containing a quaternary stereocenter by a catalytic asymmetric C-C bond formation. The realization of this approach, however, has proven to be a formidable task.1,2d,3 ...
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ژورنال
عنوان ژورنال: Chem
سال: 2019
ISSN: 2451-9294
DOI: 10.1016/j.chempr.2019.09.010