Shuang-jie Lin, X. Leng, Xiaoji Wang
2016
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Abstract
Synthetic study of the intermediate of (+) vertine and (+) lythrine, benzyl – 2 ( 1 – methoxy 1,3dioxobutan -2 –yl ) piperidine -1carboxylate was described, which included protection, reduction and addition of silyl enol ether. Introduction In 1962, a series of phenylquinolizidinine alkaloids were isolated from a flowering plant in the Lythraceae family by Ferris and co-workers, which was named Decodon verticillatus, commonly known as water willow or swamp loosestrife and endemic to wetlands in the eastern half of the United States. Vertine and lythrine (shown in Figure 1) are two of the most studied alkaloids of this family. Vertine and lythrine was explored to possess a wide range of biological activities such as antiinflammatory, sedative, and antispasmodic actions. Till now, Laetitia Chausset-Boissarie and co-workers reported the synthesis of (±)-vertine and they also described the synthesis of (+)-vertine and the first total synthesis of (+)-lythrine [1, 2]. Herein, we described the intermediate of vertine and lythrine, benzyl-2-(1-methoxy-1,3-dioxobutan-2-yl)piperidine-1-carboxylate.