Doler, Carina published the artcileStereoselective synthesis of chiral thiol-containing 1,2-aminoalcohols via SmI2-mediated coupling, Application of (S)-2-Methylpropane-2-sulfinamide, the main research area is aminohydroxythiol preparation enantioselective diastereoselective; aldehyde sulfinylimine reductive coupling samarium diiodide catalyst.
The stereoselective synthesis of highly functionalized aminohydroxythiols I (R = tert-Bu, iso-Pr, iso-Bu, benzyl; R1 = tritylthiomethyl, 2-(tritylthio)ethan-1-yl; R2 = H; R1R2 = -CH2SCH(Ph)-, -C(CH3)2SCH(Ph)-) represents a synthetic challenge as the oxidation sensitivity and coordinating property of the thiol group interferes with many established synthetic methods. The SmI2/LiBr-mediated reductive coupling between Ellman N-sulfinylimines, containing thiol groups protected either as trityl thioether or dihydrothiazolidine R1[NBoc (R2)]CHCH=NS(O)C(CH3)3, and aldehydes RCHO enables the synthesis of chiral aminohydroxythiols I in high enantio- and diastereoselectivity. The scope of this reaction has been established for eighteen examples and applied for the synthesis of intermediate A [(7S,8R)-7,8-diamino-6-hydroxy-9-mercaptononanoate] needed for a biosynthesis study.
Tetrahedron published new progress about Amino alcohols, chiral Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 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