Enantioselective Sulfoxidation Catalyzed by a Bisguanidinium Diphosphatobisperoxotungstate Ion Pair
Research output: Journal Publications and Reviews (RGC: 21, 22, 62) › 21_Publication in refereed journal › peer-review
Author(s)
Detail(s)
Original language | English |
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Pages (from-to) | 7101-7105 |
Journal / Publication | Angewandte Chemie - International Edition |
Volume | 55 |
Issue number | 25 |
Publication status | Published - 2016 |
Externally published | Yes |
Link(s)
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.
Research Area(s)
- asymmetric sulfoxidation, bisguanidinium, ion-pair catalysis, lansoprazole, Raman spectroscopy
Citation Format(s)
Enantioselective Sulfoxidation Catalyzed by a Bisguanidinium Diphosphatobisperoxotungstate Ion Pair. / Ye, Xinyi; Moeljadi, Adhitya Mangala Putra; Chin, Kek Foo et al.
In: Angewandte Chemie - International Edition, Vol. 55, No. 25, 2016, p. 7101-7105.Research output: Journal Publications and Reviews (RGC: 21, 22, 62) › 21_Publication in refereed journal › peer-review