TY - JOUR TI - A new and efficient route to homochiral γ-hydroxysulfoxides and γ-hydroxysulfones AU - Skarżewski, J. AU - Siedlecka, R. AU - Wojaczyńska, E. AU - Zielińska-Blajet, M. T2 - Tetrahedron Asymmetry AB - Readily available (+)-(R)-1,3-diphenyl-3-phenylsulfanyl-propan-1-one 1 was oxidized to the corresponding sulfone and its reduction gave separable (1R,3R)- and (1S,3R)-1,3-diphenyl-3-phenylsulfonylpropan-1-ols. When 1 was reduced to the mixture of epimeric alcohols, subsequent reaction with three different sulfoxidation agents allowed the separation of all four diastereomeric 1,3-diphenyl-3-phenylsulfinylpropan-1-ols in diastereomerically pure form. The absolute configuration at the newly created stereogenic carbon was proved by chemical correlation, while the configuration of the sulfur centre of the phenylsulfinyl group was established by CD spectroscopy. © 2002 Elsevier Science Ltd. All rights reserved. DA - 2002/// PY - 2002 DO - 10.1016/S0957-4166(02)00581-5 DP - Scopus VL - 13 IS - 19 SP - 2105 EP - 2111 DB - Scopus ER -