Bismuth Compounds in Organic Synthesis: Synthesis of Dioxanes, Dioxepines, and Dioxolanes Catalyzed by Bismuth(III) Triflate

Ram S. Mohan, Daniel M. Podgorski, Scott W. Krabbe, Long N. Le, Paul R. Sierszulski

Research output: Journal ArticleArticlepeer-review

Abstract

A simple method for the synthesis of l,3-dioxolanes from carbonyl compounds has been developed using l,2-bis(trimethylsilyloxy) ethane in the presence of bismuth (III) triflate as a catalyst. The bismuth(III) triflate catalyzed synthesis of a range of dioxanes and dioxepines has also been developed. In these latter cases, the carbonyl compound is treated with a diol, and triethyl orthoformate is used as a water scavenger. All these methods avoid the use of a Dean-Stark trap.
Original languageAmerican English
JournalSynthesis
StatePublished - 2010

Keywords

  • Aldehydes
  • ketones
  • protection
  • cyclic acetals
  • l
  • 2-bis(trimethylsilyloxy)ethane.

Disciplines

  • Organic Chemistry

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