1231753-24-4Relevant articles and documents
Gold-catalyzed one-step practical synthesis of oxetan-3-ones from readily available propargylic alcohols
Ye, Longwu,He, Weimin,Zhang, Liming
supporting information; experimental part, p. 8550 - 8551 (2010/08/06)
A general solution for the synthesis of various oxetan-3-ones is developed. This reaction uses readily available propargylic alcohols as substrates and proceeds without the exclusion of moisture or air ("open flask"). Notably, oxetan-3-one, a highly valuable substrate for drug discovery, can be prepared in one step from propargyl alcohol in a fairly good yield. The facile formation of the strained oxetane ring provides strong support for the intermediacy of α-oxo gold carbenes. This safe and efficient generation of gold carbenes via intermolecular alkyne oxidation offers a potentially general entry into α-oxo metal carbene chemistry without using hazardous diazo ketones.
