title: Silver-mediated allylic disulfide rearrangement for conjugation of thiols in protic media.
abstract: Alkyl and aryl allyl disulfides are induced to undergo the desulfurative allylic rearrangement by silver nitrate in protic solvents at room temperature, thereby removing the necessity for the use of phosphines as thiophilic reagents. The silver-mediated reaction functions at ambient temperature in protic solvents and in the absence of protecting groups.
authors.affiliation: Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, CNRS, Avenue de la Terrasse, 91198 Gif-sur-Yvette, France. dcrich@icsn.cnrs-gif.fr
authors.forename: David
authors.initials: D
authors.lastname: Crich
authors.forename: Venkataraman
authors.initials: V
authors.lastname: Subramanian
authors.forename: Maheswaran
authors.initials: M
authors.lastname: Karatholuvhu
mesh_terms: D000498:Allyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D004220:Disulfides / Q000737:chemistry*; D005978:Glutathione / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D008956:Models, Chemical; D010720:Phosphines / Q000737:chemistry; D011522:Protons; D012834:Silver / Q000737:chemistry*; D012835:Silver Nitrate / Q000737:chemistry; D012997:Solvents / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D013696:Temperature
chemical_list: D000498:Allyl Compounds; D004220:Disulfides; D010720:Phosphines; D011522:Protons; D012997:Solvents; D013438:Sulfhydryl Compounds; D012834:Silver; C028009:diallyl disulfide; D012835:Silver Nitrate; D005978:Glutathione