Thiourea atropisomeric

A series of atropisomeric thioureas was prepared from optically pure isothiocyanates 397f and 398d with primary amines. Atropisomeric ureas were prepared by reacting 397e or 398c with various isocyanates. Tlie resulting ureas and thioureas were used as neutral enantioselective anion receptors for N-protected amino acid tetrabutylammonium salts (06CHI762). 

Atropisomeric thioureas were assayed in organocatalyzed enantiose-lective cyanosilylation of aldehydes (06TA999). 3-(2-Aminophenyl)-4-methyl-thiazoline-2-thione (397e) was the starting material to prepare a series of bis-(N-aryl) atropisomeric triads such as l,2-bis-[4-methyl-2-(thi) oxo-2,3-dihydrothiazol-3-yl] -benzene (09CFH160). 2-Arylimino-3-arylthia-zoline derivatives showed atropisomerism (02ARK(x)72, 08JOC403). 

Vallavoju N, Selvaknmar S, Jockush S, Sibi MP, Sivaguni J (2014) Enantioselective organo-photocatalysis mediated by atropisomeric thiourea derivatives. Angew Chem Int Ed 53 5604-5608... 

Atropisomeric thiourea catalyst (14) has been developed and subjected to hydro-cyanation of aldimines (Scheme 2.32) [102]. 

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