121948-84-3Relevant academic research and scientific papers
Diels-Alder Reactions Involving cis-1,2-Isopropylidenedioxycyclohexa-3,5-diene and Enzymatic Resolution of One of the Adducts
Cotterill, Ian C.,Roberts, Stanley M.,Williams, Julian O.
, p. 1628 - 1629 (1988)
cis-1,2-Isopropylidenedioxycyclohexa-3,5-diene undergoes Diels-Alder cycloaddition reactions with a variety of dienophiles including dimethyl acetylenedicarboxylate; the adduct formed with the latter dienophile was hydrolysed stereoselectively by pig liver esterase.
The Chemistry of Compounds Derived by Microbial Oxidation of Benzene and Derivatives: Cycloadditions Involving 1,2-Isopropylidenedioxycyclohexadienes
Mahon, Mary F.,Molloy, Kieren,Pittol, Carlos A.,Pryce, Robert J.,Roberts, Stanley M.,et al.
, p. 1255 - 1263 (2007/10/02)
Various cycloadditions involving the cyclohexadiene derivatives 7-10 have been investigated.Diels-Alder reactions involving dimethyl acetylenedicarboxylate, nitrosobenzene and N-ethylmaleimide gave the adducts 11-14, 16-17 and 18-23 respectively.Hydrolysis of the tricyclic compound 11 with pig liver esterase provided the optically active monoester 15.Tropone, and three carbenes reacted with the diene 7 to give the polycyclic compounds 24 and 29, 31 and 33 as expected.The structure of the adduct 24 was elucidated by X-ray crystallography.The ester 32 was converted into the lactone 36 by way of an oxa-Cope rearrangement of the aldehyde 34.The dienes 7 and 8 reacted with diphenylketene in an unexpected fashion giving the enol ethers 27 and 28 as well as the expected cycloaddition products 25 and 26.
