D. Rele et al., ACYCLIC 1,2- 1,3-MIXED PENTOLS - SYNTHESIS AND GENERAL TRENDS IN BICHROMOPHORIC EXCITON COUPLED CIRCULAR DICHROIC SPECTRA/, Tetrahedron, 52(8), 1996, pp. 2759-2776
The synthesis of all eight configurational isomers of acyclic 1,2,3,4,
6-pentols belonging to the 2R enantiomeric series is described. The 1-
anthroyl-2,3,4,6-p-methoxycinnamates of these pentols give rise to uni
que exciton coupled circular dichroic spectra in the range of 220-380
nm. Comparisons with the CD of corresponding bichromophoric derivative
s of the lower homologous tetrols, 1-anthroyl-2,3,4-p-methoxycinnamate
s led to a predictable general trend in which only minor differences r
esult from 1,3-syn extensions whereas major differences result from 1,
3-anti extensions.