Mild debenzylation of aryl benzyl ether with BCl3 in the presence of pentamethylbenzene as a non-lewis-basic cation scavenger

Kentaro Okano, Kei Ichiro Okuyama, Tohru Fukuyama, Hidetoshi Tokuyama

Research output: Contribution to journalArticlepeer-review

56 Citations (Scopus)

Abstract

Scope and limitations of the debenzylation conditions for aryl benzyl ether, which was developed during our synthetic studies on yatakemycin, were investigated. The chemoselective debenzylation proceeds at low temperature with a combination of BCl3 and pentamethylbenzene as a cation scavenger in the presence of various functional groups.

Original languageEnglish
Pages (from-to)1977-1980
Number of pages4
JournalSynlett
Issue number13
DOIs
Publication statusPublished - 2008 Aug 1

Keywords

  • Aryl benzyl ethers
  • Debenzylation
  • Phenols
  • Protecting groups
  • Total synthesis

ASJC Scopus subject areas

  • Organic Chemistry

Fingerprint Dive into the research topics of 'Mild debenzylation of aryl benzyl ether with BCl<sub>3</sub> in the presence of pentamethylbenzene as a non-lewis-basic cation scavenger'. Together they form a unique fingerprint.

Cite this