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Enantioselective Sulfoxidation Catalyzed by a Bisguanidinium Diphosphatobisperoxotungstate Ion Pair
- TCHLab
- May 6, 2016
- 1 min read
Xinyi Ye, Adhitya Mangala Putra Moeljadi, Kek Foo Chin, Prof. Dr. Hajime Hirao, Dr. Lili Zong and Prof. Dr. Choon‐Hong Tan
Angew. Chem. Int. Ed., 2016, 55, 7101 − 7105
Abstract: The first enantioselective tungstate‐catalyzed oxidation reaction is presented. High enantioselectivities were achieved for a variety of drug‐like phenyl and heterocyclic sulfides under mild conditions with H2O2, a cheap and environmentally friendly oxidant. Synthetic utility was demonstrated through the preparation of (S)‐Lansoprazole, a commercial proton‐pump inhibitor. The active ion‐pair catalyst was identified to be bisguanidinium diphosphatobisperoxotungstate using Raman spectroscopy and computational studies.
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