Li, Guozhu published the artcileIntroducing the Chiral Transient Directing Group Strategy to Rhodium(III)-Catalyzed Asymmetric C-H Activation, Application of (S)-2-Methylpropane-2-sulfinamide, the main research area is phthalide preparation chemoselective regioselective enantioselective; aldehyde CH activation chiral amine catalyst achiral rhodium; C−H activation; asymmetric catalysis; chiral transient directing group; phthalide; rhodium(III).
The chiral transient directing group (TDG) strategy was successfully introduced to the rhodium(III)-catalyzed asym. C-H activation. In the presence of a catalytic amount of a chiral amine and an achiral rhodium catalyst, various chiral phthalides such as I [R1 = H, 5-Me, 4,6-di-MeO, etc.; R2 = H, 2-F, 3,5-di-CF3, etc.] were synthesized from simple aldehydes with high chemoselectivity, regioselectivity and enantioselectivity (53 examples, up to 73% yield and >99% ee). It was noteworthy that the chiral induction model was different from the previously reported chiral TDG system using amino acid derivatives and palladium salts. The imino group generated in situ from chiral amine and aldehyde acted as the monodentate TDG to promote the C-H activation, stereoselectively generating the chiral rhodacycle bearing a chiral metal center. Moreover, the stereogenic center of the product was created and stereocontrolled during the Grignard-type addition of the C-Rh bond to aldehyde, rather than during the C-H activation step.
Chemistry – A European Journal published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Application of (S)-2-Methylpropane-2-sulfinamide.
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics