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Beilstein J. Org. Chem. 2013, 9, 689–697, doi:10.3762/bjoc.9.78
Graphical Abstract
Figure 1: Medicinally relevant 2-iminothiazolidin-4-ones.
Scheme 1: Plausible mechanism.
Figure 2: Retardation of the nucleophilic attack of amines on the isothiocyanate due to the steric effect.
Figure 3: Possible regio/stereoisomeric products.
Scheme 2: Regioselective cyclization in 2-iminothiazolidin-4-one synthesis directed by allylic strains.
Figure 4: Stereoselectivity of the reaction directed by A1,3 strain.