Improved Dimethylsulfoxonium Methylide Cyclopropanation Procedures, Including a Tandem Oxidation Variant
Richard J. Paxton, Richard J. K. Taylor*
*University of York, Department of Chemistry, Heslington, York, YO10 5DD, UK, Email:
rjkt1
york.ac.uk
R. J. Paxton, R. J. K. Taylor, Synlett, 2007, 633-637.
DOI: 10.1055/s-2007-967966
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Abstract
A new procedure for the cyclopropanation of enones and related systems employs trimethylsulfoxonium iodide and an organic base to generate dimethylsulfoxonium methylide in situ. Activated alcohols are converted directly into cyclopropyl ketones by a one-pot tandem oxidation-cyclopropanation sequence.
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gem-Dimethylcyclopropanation Using Triisopropylsulfoxonium Tetrafluoroborate: Scope and Limitations
M. G. Edwards, R. J. Paxton, D. S. Pugh, A. C. Whitwood, R. J. K. Taylor, Synthesis, 2008, 3279-3288.
Key Words
Corey-Chaykowsky Reaction, cyclopropanes, cyclopropanations, tandem oxidation procedures, one-pot procedures, manganese(IV) oxide
ID: J60-Y2007-0550
