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Stereoselective alkylation of (S)-N-acyl-4-isopropyl-1,3-thiazolidine-2-thiones catalyzed by (Me3P)2NiCl2

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The structurally simple (Me3P)2NiCl2 complex catalyzes SN1-type alkylations of chiral N-acyl thiazolidinethiones with diarylmethyl methyl ethers and other stable carbenium cations. The former can contain a variety of functional groups and heteroatoms at the α-position. The resultant adducts are isolated as single diastereomers in high yields and can be converted into enantiomerically pure derivatives in a straightforward manner.

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FERNANDEZ-VALPARIS, Javier, et al. Stereoselective alkylation of (S)-N-acyl-4-isopropyl-1,3-thiazolidine-2-thiones catalyzed by (Me3P)2NiCl2. Organic Letters. 2015. Vol. 17, num. 14, pags. 3540-3543. ISSN 1523-7060. [consulted: 22 of May of 2026]. Available at: https://hdl.handle.net/2445/164597

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