Concise synthesis of prenylated and geranylated chalcone natural products by regiospecific iodination and Suzuki coupling reactions

H Wang, Z Yan, Y Lei, K Sheng, Q Yao, K Lu, P Yu

Index: Wang, Haomeng; Yan, Zhihong; Lei, Yanan; Sheng, Kai; Yao, Qingwei; Lu, Kui; Yu, Peng Tetrahedron Letters, 2014 , vol. 55, # 4 p. 897 - 899

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Citation Number: 11

Abstract

Abstract Four natural chalcones bearing prenyl or geranyl groups, ie, isobavachalcone (1), bavachalcone (2), xanthoangelol (3), and 2′, 4′, 4-trihydroxy-5′-geranylchalcone (isoxanthoangelol, 4) were synthesized by using a regio-selective iodination and the Suzuki coupling reaction as key steps. Among them, the first total synthesis of 2′, 4′, 4-trihydroxy- 5′-geranylchalcone was achieved in 36% overall yield. Comparing with the reported ...