(Diethylamino) sulfur trifluoride (DAST) as a useful reagent for the preparation of 2-oxazolines from 1, 2-amido alcohols

Pierre Lafargue, Pierre Guenot, Jean-Paul Lellouche

Research output: Contribution to journalArticlepeer-review

Abstract

Acyclic 1,2-amido alcohols (6) react efficiently with a slight excess of (diethylamino)sulfur trifluoride (DAST) to afford the corresponding 2-oxazolines (10) in good yields ranging between 57-95%. Even at the low temperature of -78 °C, a rapid (< 1 h) and stereoselective amide cyclization is observed without formation of acylaziridine by-products. The scope of this cyclization is discussed.
Original languageAmerican English
Pages (from-to)947-958
JournalHeterocycles
Volume4
Issue number41
StatePublished - 1995

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