Tetrahedron

The synthetic preparation of naturally-occurring aromatase inhibitors, morachalcone A, isogemichalcone B, and isogemichalcone C

DR Brandt, KM Pannone, JJ Romano, EG Casillas

Index: Brandt, Drew R.; Pannone, Kristina M.; Romano, Joseph J.; Casillas, Eduard G. Tetrahedron, 2013 , vol. 69, # 47 p. 9994 - 10002

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Citation Number: 4

Abstract

Abstract A convergent synthesis applicable to the preparation of oxidized prenylchalcones is reported that relies on key Claisen–Schmidt, Mitsunobu, and vinyl/benzyl Stille coupling operations. The synthetic strategy was applied towards the preparation of the natural products morachalcone A and isogemichalcones B & C, allowing their preparation in less than 10 steps and 6–8% overall yield.