Alajarin, Mateo published the artcile4-Alkenyl-2-aminothiazoles: Smart Dienes for Polar [4 + 2] Cycloadditions, Computed Properties of 6972-05-0, the publication is European Journal of Organic Chemistry (2013), 2013(3), 474-489, database is CAplus.
An exhaustive investigation into the [4 + 2] cycloadditions of 4-alkenyl-2-aminothiazoles with a wide range of dienophiles has been carried out. 4-Alkenyl-2-aminothiazoles acted as good in-out dienes, reacting with dienophiles bearing electron-withdrawing groups. The heteroannulations, typically conducted under mild conditions, were endo-selective when cyclic dienophiles were used, and regioselective when the reactions are conducted with unsym. dienophiles. The endo-selective processes presumably took place by concerted but highly asynchronous mechanisms. In contrast, the low levels of endo selectivity and the lack of stereospecificity in the reactions with certain acyclic dienophiles indicated a stepwise mechanism with a zwitterion as the most plausible intermediate. The course of the reaction changed when the highly reactive PTAD and TCNE are used as dienophiles, since in these cases, only addition products were obtained. Calculations of the HOMO and LUMO energy values of representative 4-alkenyl-2-aminothiazoles, and the results of ¦Ð-facial diastereoselective processes by using chiral substrates are also disclosed.
European Journal of Organic Chemistry published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Computed Properties of 6972-05-0.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia