Reductive lithiation of bis-phenylsulfones

Jurong Yu, Hyun Sung Cho, S. Chandrasekhar, J R Falck, Charles Mioskowski

Research output: Contribution to journalArticle

21 Scopus citations

Abstract

Reductive cleavage of geminal bis-phenylsulfones using lithium naphthalenide in THF at -78°C selectively affords α-sulfonyl carbanions which participate in typical reaction with electrophiles.

Original languageEnglish (US)
Pages (from-to)5437-5440
Number of pages4
JournalTetrahedron Letters
Volume35
Issue number30
DOIs
StatePublished - Jul 25 1994

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Keywords

  • alkylation
  • desulfonylation
  • lithium naphthalenide
  • α-sulfonyl carbanion

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Yu, J., Cho, H. S., Chandrasekhar, S., Falck, J. R., & Mioskowski, C. (1994). Reductive lithiation of bis-phenylsulfones. Tetrahedron Letters, 35(30), 5437-5440. https://doi.org/10.1016/S0040-4039(00)73519-2