Total syntheses of hyperaspidinols A and B enabled by a bioinspired diastereoselective cascade sequence
Total syntheses of hyperaspidinols A and B enabled by a bioinspired diastereoselective cascade sequence
复制标题
DOI：
10.1016/j.cclet.2021.08.035
复制
发表时间：
2021-08
影响因子：
9.1
通讯作者：
Anquan Zheng;Ting-ting Zhou;Sasa Wang;Wenge Zhang;Xiuxiang Lu;Huiyu Chen;Haibo Tan
中科院分区：
文献类型：
--
作者：
Anquan Zheng;Ting-ting Zhou;Sasa Wang;Wenge Zhang;Xiuxiang Lu;Huiyu Chen;Haibo Tan
揭示了一种生物激发的酸引发半缩合/脱水/[3+3]型环加成级联反应过程，在温和的条件下非对映选择性地提供了呋喃并[2，3-b]色烯骨架。合成了一系列呋喃并[2，3-b]色烯和吡喃并[2，3-b]色烯衍生物，验证了该方法的可行性。两个木脂素-间苯三酚杂化化合物的成功全合成，证明了我们的仿生方法学的综合应用。
A bioinspired acid-triggered hemiacetalization/dehydration/[3 + 3]-type cycloaddition cascade process was disclosed, diastereoselectively furnishing furo[2,3-b]chromene skeleton under mild conditions. The viability of this approach was demonstrated by syntheses of a series of furo[2,3-b]chromene and pyrano[2,3-b]chromene derivatives. The successful total syntheses of two lignan-phloroglucinol hybrids, hyperaspidinols A and B, exemplified the synthetic utility of our biomimetic methodology.