Multicomponent, Enantioselective Michael-Michael-Aldol-尾-Lactonizations Delivering Complex 尾-Lactones was written by Van, Khoi N.;Romo, Daniel. And the article was included in Journal of Organic Chemistry in 2018.SDS of cas: 950194-37-3 This article mentions the following:
Optically active, tertiary amine Lewis bases react with unsaturated acid chlorides to deliver chiral, 伪,尾-unsaturated acylammonium salts. These intermediates participate in a catalytic, enantioselective, three-component process delivering bi- and tricyclic 尾-lactones through a Michael-Michael-aldol-尾-lactonization. In a single operation, the described multicomponent, organocascade process forms complex bi- and tricyclic 尾-lactones by generating four new bonds, two rings, and up to four contiguous stereocenters. In the racemic series, yields of 22-75% were achieved using 4-pyrrolidinopyridine as Lewis base. In the enantioselective series employing isothiourea catalysts, a kinetic resolution of the initially formed racemic Michael adduct appears operative, providing yields of 46% to quant. (based on 50% max) with up to 94:6 er. Some evidence for a dynamic kinetic asym. transformation for tricyclic-尾-lactone 1d was obtained following optimization (yields up to 61%, 94:6 er) through a presumed reversible Michael. In the experiment, the researchers used many compounds, for example, (S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 950194-37-3SDS of cas: 950194-37-3).
(S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 950194-37-3) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.SDS of cas: 950194-37-3
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica