Osmium (VI) catalyzed chemoselective oxidation of allylic and benzylic alcohols |
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| Authors: | Shekaraiah Devari Ramesh Deshidi Manjeet Kumar Arvind Kumar Simmi Sharma Masood Rizvi Manoj Kushwaha Ajai Prakash Gupta Bhahwal Ali Shah |
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| Institution: | 1. Academy of Scientific and Innovative Research, India;2. Natural Product Microbes, CSIR-Indian Institute of Integrative Medicine, Canal Road, Jammu-Tawi, J&K 180001, India;3. Department of Chemistry, University of Kashmir, Hazaratbal, J&K, India;4. Quality Assurance and Quality Control Division, CSIR-Indian Institute of Integrative Medicine, Canal Road, Jammu-Tawi, J&K 180001, India |
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| Abstract: | A mild and highly chemoselective approach to oxidation of allylic, electron rich/deficient benzylic, and heterocyclic alcohols employing catalytic quantities of K2OsO2(OH)4] (3 mol %) and chloramine-T (50 mol %) is described. The protocol offers short reaction times (25 min–2 h), controlled oxidation, and tolerance to a variety of substrates. A systematic mechanistic study based on the LC-ESI-MS/MS reveals the presence of imidotriooxoosmium species which further reacts with alcohol to give the oxidized product. |
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| Keywords: | Oxidation K2[OsO2(OH)4] Chloramine-T Allylic alcohols Chemoselective |
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