97938-56-2Relevant academic research and scientific papers
The synthesis and characterization of 3,3-disubstituted pent-4-enals and their 2,2-(trimethylendithio)pent-4-enal precursors, including the X-ray crystal structure of (R)-3-ethyl-3-phenyl-2,2-(trimethylenedithio)pent-4-enal
Young, Charles G.,James, Brian R.,Rettig, Steven J.
, p. 1035 - 1040 (2007/10/02)
A variety of 3,3-disubstituted pent-4-enals (5a, R=Me, R'=Et; 5b, R=Me, R'=Ph; 5c, R=Et, R'=Ph) has been prepared by the Raney nickel desulfurization of the corresponding 3,3-disubstituted 2,2-(trimethylenedithio)pent-4-enal precursors 4a-4c.The precursor compounds were prepared by the alkylation of 2-formyl-1,3-dithiane with the appropriate 3,3-disubstituted allylic bromide.The new compounds have been characterized by elemental analysis, infrared and nmr spectroscopy, and mass spectrometry.The crystal and molecular structure of (R)-4c has also been determined by X-ray crystallography.At temperatures of ca. 130 deg C, compounds 4a-4c undergo intramolecular rearrangement to form the trisubstituted alkenes 6a-6c, which have also been characterized by the present study.
