R. Marek et al., 2,2-DIMETHYLPENTA-3,4-DIENAL DERIVATIVES - PREPARATION, NMR-SPECTRA, AND CRYSTAL-STRUCTURE, Monatshefte fuer Chemie, 126(10), 1995, pp. 1151-1159
The preparation of some new 2,2-dimethylpenta-3,4-dienal derivative's
starting by Claisen-Cope rearrangement of the pyrolytic product of the
corresponding acetales and followed by condensation reactions is desc
ribed. The synthesis of homoallenylketone 5 from homoallenylaldehyde 3
by Grignard reaction and followed by the oxidation of the formed alco
hol using potassium chlorochromate (KCC) is reported. All new compound
s are characterized by IR, MS, H-1, and C-13 NMR spectroscopy. The ful
l assignment of the NMR signals is based on HETCOR and FLOCK pulse seq
uences. The molecular and crystal structure of 2,2-dimethylhexa-3,4-di
enal 2,4-dinitrophenylhydrazone is presented.