54866-38-5Relevant academic research and scientific papers
Reactions of Ketenes. XX. Phenylketene Dimethylacetal As Synthon For the Introduction of Functionalized Phenylethyl Units
Graziano, Liliana M.,Iesce, Rosaria M.,Scarpati, Rachele
, p. 553 - 556 (2007/10/02)
Phenylketene dimethylacetal (1) reacts with the α-diazoketones to give the dihydrofurans 6.These compounds, as cyclic ortho esters, can undergo dealcoholation into the furans 2 and hydrolysis into the γ-ketoesters 3 and into the γ-ketoacids 4.Cyclopropane acetal 8, obtained starting from acetal 1 and ethyl diazoacetate, by heating leads quantitatively to functionalized ester 9.These synthetic methods enlarge the sphere of applicability of the electron-rich alkene 1 as synthon in organic synthesis.
