Dimethylthiocarbamate (DMTC): An Alcohol Protecting Group

D. K. Barma, A. Bandyopadhyay, Jorge H. Capdevila, J. R. Falck

Research output: Contribution to journalArticle

30 Scopus citations

Abstract

(Equation Presented) Dimethylthiocarbamates (DMTCs), prepared from the corresponding alcohols using commercial dimethylthiocarbamoyl chloride, are spectrally simple, achiral, and nonpolar. DMTCs are moderately to highly stable to a wide range of reagents and conditions including metal hydrides, hydroboration, ylides, NaOH, HCl, organolithiums, Grignards, DDQ, PCC, Swern, n-Bu4NF, CrCl2, heat, and Lewis acids. They are readily removed by NalO4 or H2O2 in the presence of other common alcohol protecting groups.

Original languageEnglish (US)
Pages (from-to)4755-4757
Number of pages3
JournalOrganic Letters
Volume5
Issue number25
DOIs
StatePublished - Dec 11 2003

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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