4.7 Article

Safe Removal of the Allyl Protecting Groups of Allyl Esters using a Recyclable, Low-Leaching and Ligand-Free Palladium Nanoparticle Catalyst

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 357, Issue 9, Pages 2119-2124

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201500055

Keywords

allyl ester; allyl protecting group; cleavage; deprotection; ester; nanoparticle; palladium

Funding

  1. Ministry of Education, Culture, Sports, Science, and Technology of Japan (MEXT)
  2. Canon Foundation
  3. Grants-in-Aid for Scientific Research [15H02495, 15K14976, 15KT0063, 26288051] Funding Source: KAKEN

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A safe, facile and low-leaching (up to 0.04 ppm) method has been developed for the removal of allyl, prenyl and benzyl protecting groups from the corresponding esters, using a sulfur-modified gold-supported palladium (SAPd) nanoparticle catalyst, which is known to be non-flammable. The catalyst itself was found to be recyclable and the reaction appeared to proceed on the surface of the SAPd.

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