Product Name
(2S)-2-(1R,2R)-2-Aminocyclohexylaminothioxomethylamino-N,3,3-trimethyl-N-(phenylmethyl)butanamide, 98%, (99% ee)
Certificate of Analysis (COA)
IUPAC Name
(2S)-2-(1R,2R)-2-aminocyclohexylcarbamothioylamino-N-benzyl-N,3,3-trimethylbutanamide
InChI Key
CNEVMNSDRMDKFO-KZNAEPCWSA-N
SMILES
CC(C)(C)C@@H(C(=O)N(C)CC1=CC=CC=C1)NC(=S)NC@@H2CCCCC@H2N
Technical Notes:
1.Conjugate Addition: Primary amine -thiourea derivative is an active and highly enantioselective catalyst for the conjugate addition of ketones to nitroalkenes.
2.Michael Addition: The asymmetric Michael addition of dioxindoles to ß-substituted nitroalkenes is reported. The bifunctional primary amine-thiourea, by means of a non-covalent-based mode of catalysis, secures
direct access to 3-substituted 3-hydroxyoxindole derivatives with high stereocontrol.
References:
1. J. Am. Chem. Soc., 2006, 128, 7170-7171.
2. Chem. Commun., 2012, 48, 3336-3338.