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New methods and reagents in organic synthesis. 62 trimethylsilyldiazomethane: A convenient reagent for the preparation of acylsilanes
Affiliation:1. Phosphorus Laboratory, Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai, 400076, India;2. Department of Chemistry, Tulane University, New Orlens, Louisiana, 70118, United States;1. Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Gilead Sciences & IOCB Research Center, Flemingovo nam. 2, CZ-16610 Prague 6, Czech Republic;2. Department of Organic Chemistry, Faculty of Science, Charles University in Prague, Hlavova 8, CZ-12843 Prague 2, Czech Republic
Abstract:The lithium salt of trimethylsilyldiazomethane smoothly reacts with alkyl halides to give α-trimethylsilyldiazoalkanes which are easily oxidized with m-chloroperbenzoic acid (m-CPBA), giving the corresponding acylsilanes (α-ketosilanes) in good yields.
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