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Synlett 1999; 1999(3): 360-362
DOI: 10.1055/s-1999-2603
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(S,S)-4,4′-Bis(3-hydroxy-estra-1,3,5(10),6,8-pentaene): An Efficient Ligand for the Catalytic Asymmetric Oxidation of Sulfides to Sulfoxides

Carsten Bolm* , Olivier A G. Dabard
  • *Institut für Organische Chemie der RWTH Aachen, Professor Pirlet-Str. 1, D-52056 Aachen, Germany; Fax +49 (2 41) 88 88 3 91; E-mail: Carsten.Bolm@RWTH-Aachen.de
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Publication History

Publication Date:
31 December 1999 (online)

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Optically active sulfoxides are obtained by titanium-catalyzed oxidation of prochiral sulfides using tert-butyl hydroperoxide (TBHP) as oxidant and steroid-derived BINOL derivative (S,S)-1 as chiral ligand. Good yields and enantioselectivities of up to 92% ee have been achieved.

sulfide oxidation - titanium - steroids - BINOL - asymmetric catalysis