N-acyl 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) tetraphenylborate salts as O-acylating agents

James E Taylor, Jonathan M J Williams, S.D. Bull

Research output: Contribution to journalArticle

7 Citations (Scopus)
122 Downloads (Pure)

Abstract

Air-stable and crystalline N-acyl DBN tetraphenylborate salts have been shown to be effective O-acylating agents, reacting with both primary and secondary alcohols to give the corresponding esters in good yields. In the case of diols, the N-acyl DBN·BPh 4 salts have been shown to acylate regioselectively the primary alcohol functionality in the presence of a secondary alcohol. The DBN hydrotetraphenylborate side product can be readily removed by filtration, providing the ester products without the need for further purification.
Original languageEnglish
Pages (from-to)4074-4076
Number of pages3
JournalTetrahedron Letters
Volume53
Issue number32
DOIs
Publication statusPublished - 2012

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