1381789-18-9Relevant academic research and scientific papers
Total Synthesis of Isohericerin, Isohericenone, and Erinacerin A: Development of a Copper-Catalyzed Methylboronation of Terminal Alkynes
Mun, Bohyun,Kim, Sangyong,Yoon, Hongju,Kim, Ki Hyun,Lee, Yunmi
, p. 6349 - 6357 (2017/06/23)
Efficient and concise approaches for the synthesis of three bioactive natural products, isohericerin, isohericenone, and erinacerin A, are described in this paper. The key reactions employed include a Mannich reaction with commercially available hydroxybenzoate and subsequent one-pot lactamization to afford the common precursor isoindolinone in 3 steps and a Suzuki-Miyaura coupling reaction to connect geranyl side chains to the isoindolinone core. In addition, the mild and efficient synthesis of the C5′-oxidized geranyl side unit of isohericenone is enabled by developing a highly regioselective and efficient method for the Cu-catalyzed methylboronation of functionalized terminal alkynes.
Concise total synthesis of hericerin natural product
Gómez-Prado, Raúl A.,Miranda, Luis D.
, p. 2131 - 2132 (2013/05/09)
A concise total synthesis of hericerin, a natural product, is described. The all-synthetic sequence comprises five steps and was accomplished in 34% overall yield starting from commercially available 2-hydroxy-4- methoxybenzaldehyde. The key steps were the introduction of the geranyl group using a ether-phenol rearrangement and the formation of isoindolinone through a Pd(OAc)2-catalyzed carbonylative ring closure.
Total synthesis and structural revision of hericerin
Kobayashi, Shoji,Inoue, Tomoharu,Ando, Ami,Tamanoi, Hidetsugu,Ryu, Ilhyong,Masuyama, Araki
, p. 5819 - 5822 (2012/09/07)
The total synthesis of hericerin, a pollen growth inhibitor from Hericium erinaceum, was achieved. We found that the reported structure of hericerin should be revised to be the carbonyl regioisomer.
