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A simple and efficient chemoselective method for the catalytic deprotection of acetals and ketals using bismuth trifiate

  • Marc D. Carrigan
    ,
  • Dusan Sarapa
    ,
  • Russell C. Smith
    ,
  • Laura C. Wieland
    ,
  • Ram S. Mohan(corresponding author)
*Corresponding author for this work
Scholarship:
Journal Article
Article
Research
Peer-review

Abstract

Bismuth triflate is a highly efficient catalyst (0.1-1 mol %) for the deprotection of acetals and ketals. The procedure is very facile and selective for acetals derived from ketones and conjugated aldehydes. tert-Butyldimethylsilyl ethers are stable to the reaction conditions. The highly catalytic nature of bismuth triflate and the use of a relatively nontoxic solvent system (THF/H2O) make this procedure particularly attractive for large-scale synthesis.

Scholarship

Output type

Scholarship:
Journal Article
Article
Research
Peer-review

Original language

English

Pages from-to (Number of pages)

Pages 1027-1030 (4 pages)

Journal (Volume, Issue Number)

Journal of Organic Chemistry (Volume 67, Issue 3)

Publication milestones

  • Published - 08/02/2002

Publication status

Published - 08/02/2002

ISSN

0022-3263

Publication IDs

  • Scopus: 0037039957
  • PubMed: 11856058