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1-Phenylthio-1-(trimethylsiloxy)cyclopropanes via the sila-Pummerer rearrangement

โœ Scribed by M. Bhupathy; Theodore Cohen

Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
267 KB
Volume
28
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

This first study of the sila-Pummerer rearrangement in a cyclopropane system reveals that several 1 -trimethylsiloxy-7 -(phenylthio)cyclopropanes can be prepared stereoselectively through putative sulfur-stabilized carbocationic intermediates.

๐Ÿ“œ SIMILAR VOLUMES

1-Methoxy-1-(phenylthio)cyclopropanes fr
1-Methoxy-1-(phenylthio)cyclopropanes from olefins via the Pummerer rearrangement
โœ M. Bhupathy; Theodore Cohen ๐Ÿ“‚ Article ๐Ÿ“… 1987 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 258 KB

The Pummerer rearrangements of cyclopropyl(methoxy)phenylsulfonium salts proceed via sulfur-stabilized carbocations to yield the title compounds. The sulfonium salts were prepared in high yields from olefins via carbene addition, oxidation, and methylation.