Scheme 3.
Formation and interconversion of the cis- and trans-3-aminoflavanone derivatives rac-cis-1a-g and rac-trans-1a-g. i: NaOEt, dry toluene, rt, 1 d. ii: CH2Cl2, 3N HCl, rt, 2 h. iii: acid-catalyzed epimerization via the enol form.
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