Preparation of monolignol γ-acetate, γ-p-hydroxycinnamate, and γ-p-hydroxybenzoate conjugates: Selective deacylation of phenolic acetates with hydrazine acetate

Yimin Zhu, Matthew Regner, Fachuang Lu, Hoon Kim, Allison Mohammadi, Timothy J. Pearson, John Ralph

Research output: Contribution to journalArticle

10 Scopus citations

Abstract

We report here a reliable and facile synthesis of a range of monolignol γ-p-hydroxycinnamate (including p-coumarate, ferulate, and caffeate), γ-acetate, and γ-p-hydroxybenzoate conjugates, many not previously reported, that are either putative intermediates in the biosynthesis of natural lignins or new monomer-conjugates destined for upcoming designer lignins. The key was the development of a highly selective deacylation approach for phenolic acetates; i.e., a method that cleaves phenolic acetates while leaving the sensitive monolignol ester conjugates intact.

Original languageEnglish (US)
Pages (from-to)21964-21971
Number of pages8
JournalRSC Advances
Volume3
Issue number44
DOIs
StatePublished - Jan 1 2013

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Chemical Engineering(all)

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