4.4 Article

Pentamethylphenyl (Ph*) and Related Derivatives as Useful Acyl Protecting Groups for Organic Synthesis: A Preliminary Study

Journal

SYNLETT
Volume 31, Issue 18, Pages 1828-1832

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0040-1707289

Keywords

protecting group; oxidative cleavage; acylium ion; HFIP; deprotection

Funding

  1. A*STAR, Singapore
  2. Engineering and Physical Sciences Research Council [EP/L023121/1]
  3. EPSRC [EP/L023121/1] Funding Source: UKRI

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A study of acyl protecting groups derived from the Ph* motif is reported. While initial studies indicated that a variety of functional groups were not compatible with the Br-2-mediated cleavage conditions required to release the Ph* group, strategies involving the use of different reagents or a modification of Ph* itself (Ph*OH) were investigated to solve this problem.

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