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Communication | Regular issue | Vol 24, No. 4, 1986, pp.897-900
Published online, 1st January, 1970
DOI: 10.3987/R-1986-04-0897
Dithioacetal; as a Chiroptical Functional Group to Determine Absolute and Relative Configuration by CD and 1H NMR Spectra

Tetsuichi Shibata,* Tamiko Ohkura, and Seiichi Inayama

*Pharmaceutical Institute, School of Medicine, Keio University, Shinanomachi 35, Shinjuku, Tokyo 160-0016, Japan


Ethylene dithioacetal (EDT) was first used as a chiroptical group to determine both absolute and relative configurations of asymmetric centers in α and β-positions in relation to EDT by the signs of the Cotton effect in CD and by an aromatic solvent-induced shift of 1H NMR, respectively, in a series of EDTs of 4,10-dimethyldecal-3-ones compared with those of steroid ketones.