951024-70-7Relevant articles and documents
Regioselective TEMPO oxidation of 2-alkylidene-1,3-propanediols to (E)-2-hydroxymethyl-2-alkenals and application to 4-alkylidene-2-penten-5-olide synthesis
Peng, Wei,Ashida, Kazumi,Hirabaru, Toshiaki,Ma, Li-Jian,Inokuchi, Tsutomu
experimental part, p. 9714 - 9720 (2011/02/23)
The oxidation system comprised of TEMPO and (diacetoxyiodo)benzene (stoichiometric) is enhanced during the conversion of primary alcohols to aldehydes by adding a catalytic amount of acids, p-TsOH and PPTS. 2-Alkylidene-1,3-propanediols, available from 1,3-dihydroxyacetone, are oxidized under the stated conditions to the corresponding (E)-2-hydroxymethyl-2- alkenals, which are utilized as an intermediate for the expeditious synthesis of 4-alkylidene-2-penten-5-olides.
Synthesis and Structure of (E)-3-Phenylmethylene-2-oxetanone: Comments on the Stability of Methylene β-Lactones
Campi, Eva M.,Dyall, Kenneth,Fallon, Gary,Jackson, W. Roy,Perlmutter, Patrick,Smallridge, Andrew J.
, p. 855 - 856 (2007/10/02)
A route to stereospecifically (E)-substituted methylene-2-oxetanones is exemplified by the preparation of the phenyl derivative 4, whose structure has been confirmed by a single crystal X-ray structure determination.The relative stability of the parent compound, 3-methylene-2-oxetanone (5) has been compared with that of the well-known 4-methylene-2-oxetanone (6) (ketene dimer), by use of calculations involving Gaussian 82 programs.