Organocatalysis for the Asymmetric Michael Addition of Aldehydes and α,β-Unsaturated Nitroalkenes was written by Shim, Jae Ho;Cheun, Seok Hyun;Kim, Hyeon Soo;Ha, Deok-Chan. And the article was included in Catalysts in 2022.Formula: C4H7NS The following contents are mentioned in the article:
A mirror image of an aldehyde and α,β-unsaturated nitroalkene were reacted in the presence of (R,R)-1,2-diphenylethylenediamine (DPEN). Thiourea were introduced as an organic catalyst and a selective Michael addition reaction were carried out. The primary amine moiety of DPEN reacts with aldehydes to form enamines, which was activated by the hydrogen bond formation between the nitro groups of α,β-unsaturated nitroalkenes and thiourea. Obtained an asym. Michael product by adding 1,4-enamine to an alkene to form a new carbon-carbon bond. As a result, the primary amine of the chiral diamine were converted to an enamine. The reaction proceeded with a relatively high degree of enantioselectivity, which were achieved using double activation via hydrogen bonding of the nitro group and thiourea. Michael products with a high degree of enantioselectivity (97-99% syn ee) and diastereoselectivity (syn/anti = 9/1) were obtained in yields ranging from 94-99% depending on the aldehydes. This study involved multiple reactions and reactants, such as Isopropylisothiocyanate (cas: 2253-73-8Formula: C4H7NS).
Isopropylisothiocyanate (cas: 2253-73-8) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Formula: C4H7NS
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics