School of Pharmacy , Shanghai University of Traditional Chinese Medicine , Shanghai 201203 , China.
Key Laboratory of Synthetic Chemistry of Natural Substances , Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , Shanghai 200032 , China.
Org Lett. 2019 Oct 4;21(19):8075-8079. doi: 10.1021/acs.orglett.9b03078. Epub 2019 Sep 24.
A bioinspired, MeAlSEt-promoted domino Dieckmann cyclization via an 8-membered ring intermediate to construct bicyclo[3.3.1]nonanes was developed, and the divergent syntheses of nine complex polycyclic polyprenylated acylphloroglucinols were achieved. This novel domino cyclization tolerates a series of congested substrates, providing a very efficient way to construct diverse polycyclic structures. The selectivity and the advantages of the domino cyclization were studied. Moreover, the structure-activity relationship study leads to the identification of three simplified potent antitumor agents.
受生物启发，通过一个 8 元环中间体，利用 MeAlSEt 促进多米诺狄克曼环化反应来构建双环[3.3.1]壬烷，实现了九种复杂的多环多聚异戊烯基酰基间苯三酚的发散合成。这种新型的多米诺环化反应能够容忍一系列拥挤的底物，为构建各种多环结构提供了一种非常有效的方法。研究了该多米诺环化反应的选择性和优势。此外，结构-活性关系研究确定了三种简化的强效抗肿瘤剂。
