TY - JOUR TI - One-step, enantiospecific transformation of cyclic, five-membered-1, 2-diols into their respective 1,2-bis(phenylsulfanyl) derivatives AU - Skarzewski, J. AU - Gupta, A. AU - Wojaczyńska, E. AU - Siedlecka, R. T2 - Synlett AB - The enantiomeric cyclic, five-membered vic-diols reacted with (PhS) 2/Bu3P in benzene at 80 °C giving the corresponding bis(phenylsulfanyl) derivatives (42-74%) with complete inversion of configuration at both stereogenic centers. Similar reaction conditions were also successfully used for the enantiospecific transformation of a single hydroxy group into the respective enantiomeric thioether function. For other vic-diols the neighboring group participation hampered the stereoselectivity of the double substitution. DA - 2003/// PY - 2003 DO - 10.1055/s-2003-41015 DP - Scopus IS - 11 SP - 1615 EP - 1618 DB - Scopus KW - Diols KW - Mitsunobu reaction KW - Stereoselective synthesis KW - Thioethers ER -