Titanocene dichlorides and Ti(Oi-Pr)(4) have been used as catalysts for the oxidation with t-butyl hydroperoxide of racemic beta-hydroxysulfides having a stereogenic carbon centre in alpha- or beta- position with respect to the sulfur atom. beta-Hydroxysulfides were oxidized in high yields to the corresponding sulfoxides, titanocenes being more chemo- and generally more diastereoselective than Ti(Oi-Pr)(4). A divergent stereochemical outcome has been observed when using titanocenes or Ti(Oi-Pr)(4) in the oxidation of protected beta-hydroxy sulfides.
Diastereoselective oxidation of hydroxysulfides with TBHP:a comparative study of titanocenes and Ti(OiPr)4, as catalysts
DELLA SALA, Giorgio;LATTANZI, Alessandra;SCETTRI, Arrigo
2002-01-01
Abstract
Titanocene dichlorides and Ti(Oi-Pr)(4) have been used as catalysts for the oxidation with t-butyl hydroperoxide of racemic beta-hydroxysulfides having a stereogenic carbon centre in alpha- or beta- position with respect to the sulfur atom. beta-Hydroxysulfides were oxidized in high yields to the corresponding sulfoxides, titanocenes being more chemo- and generally more diastereoselective than Ti(Oi-Pr)(4). A divergent stereochemical outcome has been observed when using titanocenes or Ti(Oi-Pr)(4) in the oxidation of protected beta-hydroxy sulfides.File in questo prodotto:
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