Synthesis and hydrolysis of optically active naphthyl-phenyl-bis(acyloxy)spiro-λ4-sulfane: absolute configurations of spiro-λ4-sulfanes, related sulfonium salts and naphthyl phenyl sulfoxides determined by CD spectroscopy using exciton chirality and empirical rules

Kénorganikus kémiai kutatások az ELTE Szerves Kémiai Tanszékén, 1953-2012. Témavezetõ: Dr. Kucsman Árpád professzor

“…A probléma megoldására egyszerû szektorszabály is alkalmazható. 124 A magános elektronpár felõl nézve a molekulákat és az apikális kötéstengelyt függõlegesen elhelyezve, ha az aromás gyûrûkkel kondenzált heterogyûrû a bal felsõ és a jobb alsó szektorba esik, akkor a couplet elõjele negatív, az ellentétes esetben pedig pozitív (27. ábra).…”

Synthesis and characterization of fluorous (S)- and (R)-1-phenylethylamines that effect heat facilitated resolution of (±)-2-(8-carboxy-1-naphthylsulfinyl)benzoic acid via diastereomeric salt formation and study of their circular dichroism

“…Only the bis(perfluoroalkylalkyl)-and bis(perfluoroalkoxyalkyl)-derivatives among the HCl salts tested were found to be soluble in benzotrifluoride (Table 1, entries 7 and 12). Methanol and chloroform displayed good solvation power in all cases (Table 1, entries [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18].…”

“…The pure (S)-(+)-and (R)-(À)-SO enantiomers were obtained with selective precipitation of the racemic portion with dioxane as reported [14,15]. It should be added, that no crystalline diastereomers were formed with this (AE)-SO, when its resolution has been attempted with cinchona and other alkaloids [14].…”

“…These partially resolved (+)-and (À)-acid samples showed identical properties and spectral data to that reported in ref. [15].…”

Hypervalent Sulfur Derivatives as Sulfenylating Reagents: Visible-Light-Mediated Direct Thiolation of Activated C(sp2)–H Bonds with Dihalosulfuranes

“…8 Later, similar reactions were described by Szabo and co-authors. 9 Kitazume and Ishikawa employed in situ prepared alkoxy-and acyloxysulfuranes for alkylation and acylation of silyl enol esters. 10 Alcarazo's group utilized dihalo(imidazolium) sulfuranes 11 for the synthesis of alkynylthioimidazolium salts 12 and imidazolium thiocyanates, 13 as cyano and thioalkynyl group transfer reagents (Scheme 1A).…”