Wu, Wen-Biao’s team published research in CCS Chemistry in 2022 | CAS: 104-01-8

CCS Chemistry published new progress about Carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Name: 4-Methoxyphenylacetic acid.

Wu, Wen-Biao published the artcileConstructing tertiary alcohols with vicinal stereocenters: highly diastereo- and enantioselective cyanosilylation of α-branched acyclic ketones and their kinetic resolution, Name: 4-Methoxyphenylacetic acid, the main research area is tertiary alc preparation diastereoselective enantioselective; alpha branched acyclic ketone cyanosilylation.

Highly diastereo- and enantioselective C-C bond-forming reaction of racemic α-branched ketones to construct tertiary alcs. with adjacent stereocenters was reported. Accordingly, a highly stereoselective cyanosilylation of racemic ketones was developed using bifunctional cyanating reagent, Me2(CH2Cl)SiCN, giving Cα-tetrasubstituted silyl cyanohydrins with two vicinal stereocenters in up to >20:1 diastereomeric ratio (dr) and 90-98% enantiomeric excess (ee) values, which could underwent various diversification reactions by manipulating the chloromethyl group. A highly selective kinetic resolution of acyclic α-branched ketones was also developed that allowed facile access to acyclic α-alkyl, allyl, and propargyl ketones with good recovery and excellent ee values. The synthetic value of this protocol was further demonstrated by the formal synthesis of the anti-obesity agent, taranabant (MK-0364). The activation of Jacobsen’s privileged catalyst (salen)AlCl by a suitable phosphorane played a crucial role in the reaction. X-Ray crystallog. anal. of single crystals of phosphorane-(salen)AlCl complexes and theor. calculations helped to provide a working model. The present transformation opened a new path for the catalytic stereoselective synthesis of stereochem. complex tertiary alcs. featuring two stereocenters (adjacent or not) from racemic ketones.

CCS Chemistry published new progress about Carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Name: 4-Methoxyphenylacetic acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem