6004-72-4Relevant academic research and scientific papers
Synthesis, structure and chiroptical spectra of the bicyclic α-diketones, imides and dithioimides related to santenone
Polonski, Tadeusz,Milewska, Maria J.,Gdaniec, Maria
, p. 3113 - 3122 (2007/10/03)
Isomeric α-diketones, imides and dithioimides related to santenone were prepared in a multistep synthesis from (+)-camphor and their CD spectra compared with those of analogous chromophoric systems related to camphor. In the case of conformationally rigid α-diketones the methyl substituents at C-7, lying on the symmetry plane of the chromophore, exert only a weak contribution to the n-π* Cotton effects. In contrast, the Cotton effect magnitudes of the anhydrides, imides and dithioimides are significantly affected by the substituents at C-8. The steric interaction of these chromophores with the syn-methyl group at C-8, leading to the chromophore distortion, was confirmed by X-ray crystallographic studies. Copyright (C) 2000 Elsevier Science Ltd.
