Racemic 2-hydroxymethyl-1-phenylthioferrocene 5 and 2-hydroxymethyl-1-tert-butylthioferrocene 6 were subjected to kinetic resolution via acetylation catalysed by lipase from Candida antarctica (Novozym® 435) or Mucor miehei (Lipozyme® IM). The obtained enantiopure thioethers underwent chemical oxygenation at the sulfur atom to give the corresponding ferrocenyl sulfoxides with settled central/planar chirality.
Lipase-assisted preparation of enantiopure ferrocenyl sulfides possessing planar chirality and their use in the synthesis of chiral sulfoxides
Angela Patti;Daniela Lambusta;Giovanni Nicolosi;
1997
Abstract
Racemic 2-hydroxymethyl-1-phenylthioferrocene 5 and 2-hydroxymethyl-1-tert-butylthioferrocene 6 were subjected to kinetic resolution via acetylation catalysed by lipase from Candida antarctica (Novozym® 435) or Mucor miehei (Lipozyme® IM). The obtained enantiopure thioethers underwent chemical oxygenation at the sulfur atom to give the corresponding ferrocenyl sulfoxides with settled central/planar chirality.File in questo prodotto:
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