title: Practical synthesis of N-Boc- and N-Cbz-α-amido stannanes from α-amido sulfones using TMSSnBu3 and CsF.
abstract: In the presence of TMSSnBu(3) and CsF, stannylation of N-Boc- and N-Cbz-α-amido sulfones proceeded very well to afford the corresponding α-amido stannanes in moderate-to-high yields. This reaction tolerated α-aryl-, alkenyl-, and alkyl-substituted α-amido sulfones as well as substrates containing either an ester or cyano moiety, which might be reactive with lithium or magnesium stannides employed in conventional stannylation.
authors.affiliation: Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan. tmita@pharm.hokudai.ac.jp
authors.forename: Tsuyoshi
authors.initials: T
authors.lastname: Mita
authors.forename: Yuki
authors.initials: Y
authors.lastname: Higuchi
authors.forename: Yoshihiro
authors.initials: Y
authors.lastname: Sato
mesh_terms: D000588:Amines / Q000737:chemistry*; D002586:Cesium / Q000737:chemistry*; D005459:Fluorides / Q000737:chemistry*; D007097:Imines / Q000737:chemistry; D015394:Molecular Structure; D009947:Organotin Compounds / Q000737:chemistry*; D013450:Sulfones / Q000737:chemistry*; D017971:Tin Compounds / Q000138:chemical synthesis*
chemical_list: D000588:Amines; D007097:Imines; D009947:Organotin Compounds; D013450:Sulfones; D017971:Tin Compounds; D002586:Cesium; C031525:stannane; D005459:Fluorides; C027754:cesium fluoride