1374774-41-0Relevant academic research and scientific papers
An approach to exo-enol ether-cyclic ketal structures found in marine cembranoids, based on silver-assisted cyclisations of enynone precursors
Pattenden, Gerald,Winne, Johan M.
, p. 723 - 726 (2012)
Treatment of a solution of the (E)-enynone 17 in methanol with AgNO 3 leads to cyclisation and isolation of the substituted furan 25 in >95% yield, rather than the anticipated exo-enol ether-cyclic ketal structure 24. By contrast, a similar Ag-mediated cyclisation of the related substituted enynone 20 led to the exo-enol ether-cyclic ketal structure 28 (50%) alongside the substituted furan 29 (45%). The outcomes of these silver-assisted enynone cyclisations are compared and contrasted with earlier studies with acid-catalysed reactions of furanoepoxides, for example 7, which also lead to exo-enol ether-cyclic ketals, viz. 1, and to substituted furanmethanol products, that is, 10. Georg Thieme Verlag Stuttgart · New York.
