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Manish Kumar, Dr. Rukhsana I. Kureshy, Debashis Ghosh, Dr. Noor-ul H. Khan, Dr. Sayed H. R. Abdi and Dr. Hari C. Bajaj Synthesis of Chiral Ligands with Multiple Stereogenic Centers and Their Application in Titanium(IV)-Catalyzed Enantioselective Desymmetrization of meso-Epoxides ChemCatChem 5

Version of Record online: 18 APR 2013 | DOI: 10.1002/cctc.201200912

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Chiral ligands with diverse stereogenic centers from diastereomeric combinations of aminoalcohol functionalities with (R)- and (S)-1,1-binaphthol are prepared. In asymmetric ring-opening reactions, catalytically active Ti complexes are generated in situ in the presence of water. syn-beta-Amino alcohols of meso-stilbene oxide with (1S,2S) and (1R,2R) configuration are produced in excellent yields (>98 %) and enantioselectivities (ee>99 %) at room temperature.

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