Synthesis and Determination of Absolute Configuration of Zealexin A1, a Sesquiterpenoid Phytoalexin from Zea mays

Synthesis and Determination of Absolute Configuration of Zealexin A1, a Sesquiterpenoid Phytoalexin from Zea mays
复制标题

玉米倍半萜类植物抗毒素 Zealexin A1 的合成与绝对构型测定

DOI:
10.1002/ejoc.202001596
复制
发表时间:
2021
影响因子:
2.8
通讯作者:
Schmelz Eric A.
Schmelz Eric A.
中科院分区:
化学3区
文献类型:
--
作者:
Yajima Arata;Shimura Mikaho;Saito Tatsuo;Katsuta Ryo;Ishigami Ken;Huffaker Alisa;Schmelz Eric A.

文献摘要

相似文献

首次报道了玉米中倍半萜类植物抗毒素zealexA 1的对映选择性合成。我们的zealexin A1的全合成方法涉及立体选择性的建设立体中心,通过酶的决议,然后约翰逊-克莱森重排。天然产物的绝对构型通过合成和天然zealexin A1的甲酯的气相色谱分析来确定。
The enantioselective synthesis of zealexin A1, a sesquiterpene phytoalexin isolated from maizeZea maysis described for the first time. Our methodology for the total synthesis of zealexin A1 involved the stereoselective construction of the stereogenic center via enzymatic resolution followed by Johnson–Claisen rearrangement. The absolute configuration of the natural product was determined through gas chromatography analyses for the methyl esters for both synthetic and natural zealexin A1.