Use of Polymers as Protecting Groups in Organic Synthesis. VII. Preparation of Monobenzoates of Acyclic Triols

Jean M.J. Fréchet*, Elizabeth Seymour

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

12 Scopus citations

Abstract

Crosslinked resins containing styrylboronic acid units were used in the protection of 1,2 and 1,3‐diol groupings with several acyclic triols. With 1,2,3‐propanetriol, a five‐membered ring boronate was formed almost exclusively while with 1, 2, 4‐butanetriol a six‐membered ring boronate predominated. The fully recyclable polymer could be used in a fast and efficient synthesis of monobenzoyl derivatives of triols. Macroreticular and 1% crosslinked solvent‐swellable resins were tested and the latter were found to perform better on repeated use.

Original languageEnglish (US)
Pages (from-to)253-256
Number of pages4
JournalIsrael Journal of Chemistry
Volume17
Issue number4
DOIs
StatePublished - 1978
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

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