Iodine and its interhalogen compounds: Versatile reagents in carbohydrate chemistry IX. A mild and selective deprotection of tert-butyldimethylsilyl (TBDMS) ethers in the presence of various protecting groups using iodine monobromide

K. P.Ravindranathan Kartha, Robert A. Field

Research output: Contribution to journalArticlepeer-review

23 Citations (Scopus)

Abstract

Treatment of O-tert-butyldimethylsilyl (TBDMS) ethers of simple alcohols, carbohydrates or nucleosides with iodine monobromide in methanol or acetonitrile constitutes an effective method for their facile deprotection. The method can tolerate acid labile functionalities such as acetals, O-p-methoxybenzyl ethers, etc. as well as base labile groups such as esters and amides. An O-tert-butyldiphenylsilyl ether also survives the reaction conditions.

Original languageEnglish
Pages (from-to)311-312
Number of pages2
JournalSynlett
Issue number3
Publication statusPublished - 1999

Keywords

  • Iodine monobromide
  • TBDMS ethers

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