17458-94-5Relevant academic research and scientific papers
Isomerisation of Prop-2-ynylic Esters into 1,2- and 1,3-Dienyl Esters
Cookson, Richard C.,Cramp, Michael C.,Parsons, Philip J.
, p. 197 - 198 (1980)
While the prop-2-ynyl acetates (1) rearrange to the allenyl acetates (2) in boiling benzene containing copper(I) chloride, in the presence of silver trifluoroacetate the butadienyl acetates (3), useful in Diels-Alder reactions, are formed in high yield.
An SN2′ displacement approach to allenyl acetates
Asikainen, Martta,Lewis, William,Blake, Alexander J.,Woodward, Simon
supporting information; scheme or table, p. 6454 - 6456 (2011/01/03)
Reaction of cuprates derived from R3MgBr/CuI/LiBr (R3 = n-alkyl) with R1CCCH(O2CR2)2 (R1 = sp2 hybridised substituent, R2 = mainly Me, alkyl, Ph) provides access to allenyl esters R1R 3CCCH(O2CR2) (51-88%). Such species are not accessible via rearrangement of precursor propargylic R1R 3C(O2CR2)CCH.
