Serusi, Lorenzo published the artcileThe First Highly Enantioselective Synthesis of 3-Sulfinyl-Substituted Isoindolinones Having Adjacent Carbon and Sulfur Stereocenters, Application In Synthesis of 4410-99-5, the publication is Journal of Organic Chemistry (2021), 86(15), 10630-10639, database is CAplus and MEDLINE.
A highly stereoselective access to 3-sulfinyl-substituted isoindolinones was achieved by a tandem organocatalytic addition/cyclization reaction of 2-carbobenzyloxy-N-tosylbenzylidenimine with thiols and succeeding diastereoselective oxidation with MCPBA. First, enantioenriched isoindolinone N,S-acetals was obtained through a dynamic kinetic asym. transformation induced by a bifunctional chiral thiourea organocatalyst. In turn, the newly created carbon stereocenter enabled a high diastereocontrol in the subsequent sulfoxidation Based on DFT calculations, a theor. rationale for the stereoselectivity of the oxidation reaction was also provided.
Journal of Organic Chemistry published new progress about 4410-99-5. 4410-99-5 belongs to alcohols-buliding-blocks, auxiliary class Thiol,Benzene, name is 2-Phenylethanethiol, and the molecular formula is C13H13N, Application In Synthesis of 4410-99-5.
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