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Sulfur-containing optically active polymers. iv asymmetric synthesis of optically active poly(gamma-ketosulfide)s by polyaddition of 1,3-dimercaptobenzene to alpha,beta,alpha’,beta’-unsaturated acyclic or cyclic ketones in the presence of (-)-cinchonidine
Optically active poly(y-ketosulfide)s can be obtained by polyaddition of 1,3-dimercaptobenzene to prochiral di-unsaturated ketones in the presence of (-)-cinchonidine as promoter of asymmetric induction. As proved with low molecular-weight model compounds, the enantiomeric excess found in the addition product is related to steric hindrance and conformational rigidity of the ketonic reagent as well as to reaction temperature, in accordance with the high sensitivity of this type of homogeneous catalysis to substrate structure and experimental conditions.
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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate