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Synthesis of β‐Hydroxy α‐Sulfanyl Esters by Using Nanocrystalline Magnesium Oxide
Authors:Koosam Mahendar  A V S Sarma  P Raghavaiah  Mannepalli Lakshmi Kantam  Kenneth J Klabunde
Institution:1. Inorganic and Physical Chemistry Division, Indian Institute of Chemical Technology, Hyderabad 500?007, India (fax: +91‐40‐27160921);2. NMR Division, Indian Institute of Chemical Technology, Hyderabad 500?007, India;3. National Single Crystal X‐Ray Diffractometer Facility, School of Chemistry, University of Hyderabad, Hyderabad 500 046, India;4. Department of Chemistry, Kansas State University, Manhattan, Kansas 66505, USA
Abstract:Aldol‐type reaction between electron deficient aldehydes and sulfonium salts to afford the corresponding β‐hydroxy α‐sulfanyl esters in moderate‐to‐good yields by using nanocrystalline MgO is described. The sulfanyl group is a useful group for further transformations in organic synthesis. Low Rfvalue isomer is anti‐configured as revealed by X‐ray diffraction study and consistent with the assignment of 1H‐NMR spectrum.
Keywords:Esters  β  ‐hydroxy α  ‐sulfanyl  Aldol reactions  Sulfonium salts
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