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1H NMR of E2 (a) and E2-6β-d (b) in DMSO-d6 solution. (a) The benzylic C-6 protons of E2 appeared as an ABXY pattern with the H6β (ddd) downfield of the H6α (ddd). (b) The deuterated analog, which contained approximately 10% non-deuterated E2, appeared as a broadened doublet with a 0.03 ppm upfield shift due to the isotope effect.
