Copper-mediated regio- and enantio-selective cross-coupling of heterocyclic allyl sulfides with organomagnesium compounds: a case of 1,7-relative stereogenesis was written by Calo, Vincenzo;Nacci, Angelo;Fiandanese, Vito. And the article was included in Tetrahedron in 1996.Quality Control of (S)-4-Isopropylthiazolidine-2-thione This article mentions the following:
Optically active heterocyclic allyl sulfides, I (e.g., X = O, S, R = Ph, R1 = CHMe2, R3 = H) react with organomagnesium compounds, e.g., Me2CHMgBr, in the presence of CuBr to afford optically active alkenes, e.g., Me2CHCHPhCH:CH2, in good yields and very high γ-selectivity. The regioselectivity depends on the solvent as well on the (CuBr):(allylic sulfide) ratio. The heterocyclic nucleus imparts asym. induction at 50-98% ee. The regio- and enantio-selectivity of these reactions would be related to the coordination exerted by the heterocyclic N toward the Cu organyl. In the experiment, the researchers used many compounds, for example, (S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4Quality Control of (S)-4-Isopropylthiazolidine-2-thione).
(S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4) belongs to thiazolidine derivatives. Thiazolidine derivatives have been found to exhibit very prominent anti-inflammatory and anti-nociceptive activity. Thiazolidines are also used in peptide and protein modification, protein chemical synthesis, as activators to innate immunity and also act as immunostimulating agents.Quality Control of (S)-4-Isopropylthiazolidine-2-thione
Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com