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Photochemical Initiated Cleavage of Carbon-Sulfur Bond in 1,3-Dithiolane, 1,3-Oxathiolane, 5-Oxo-1,3-oxathiolane, 1,3-Thiazolidine Derivatives and Asymmetric 1,2-Induction with N(Substituted) α-Aminoalkyl Radicals1
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1996
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Photochemical Initiated CleavageFree Radical Mediator1,3-Thiazolidine DerivativesSynthetic PhotochemistryOrganic ChemistryChemistryHeterocycle ChemistryPhotoredox ProcessDerivativesPhotochemistryBiochemistryMechanistic PhotochemistryRadical (Chemistry)Carbon-sulfur BondPharmacologyExamples 14Natural SciencesDerivative (Chemistry)Synthetic Chemistry
Carbon centered radicals are generated from 1,3-dithiolane (1-3), 1,3-oxathiolane (4, 6), 5-oxo-1,3-oxathiolane (5, 7) and 1,3-thiazolidine derivatives (8-17) under photochemical initiated reaction conditions using tris(trimethylsilyl)silane as a free radical mediator. In examples 14 to 17, N(substituted)-α-aminoalkyl radicals have been subjected to asymmetric 1,2-induction for the reduction reaction.