Dimethyloxosulfonium Methylide ((CH₃)₂SOCH₂) and Dimethylsulfonium Methylide ((CH₃)₂SCH₂). Formation and Application to Organic Synthesis

One-pot diastereoselective synthesis of new spiro indenoquinoxaline derivatives containing cyclopropane ring

“…11,12 In this reaction, the cyclopropane ring forms between C-2 and C-3 carbons of chalcones by addition of a new CH 2 group (Scheme 1). In the present work, we wish to report a novel one-pot procedure to synthesis the cyclopropane derivatives with connecting the C-1 and C-3 carbons of chalcones (Scheme 2).…”

Substituent Effect on Diastereoselectivity in Photochemistry of Valerophenone

“…7 The purified ketone 1 in benzene was irradiated with Pyrex filtered light until all the starting matereial had disappeared. After evaporating all the volatiles and chromatographing over silica gel, three products were isolated, whose structures were identified by their spectroscopic properties and/or comparing them with those of authentic compounds.…”

Efficient Synthesis of the Plant Growth Regulator Ancymidol

“…This chloride 7, however, was available directly from anisole and 3-chloropropanoyl chloride (6) in more than 90% yield. Neither basecatalyzed nor thermal (Santelli and Bertrand, 1973) elimination of HCl from 7 would produce 5 in satisfactory yields, but when 7 was directly treated with trimethyloxosulfonium iodide (Corey and Chaykovsky, 1965) and two equivalents of potassium hydride, the desired p-anisyl cyclopropyl ketone (8) was obtained in up to 80% yield (scheme 2). A proposed one-pot formation of 8 by the reaction of 3 with 4-chlorobutanoyl chloride (Close, 1957) did not give synthetically useful results.…”