Kotha Sambasivarao, Cheekatla Subba Rao, Fatma Ambareen
Department of Chemistry, Indian Institute of Technology-Bombay, Powai, Mumbai 400076, India.
ACS Omega. 2019 Oct 14;4(17):17109-17116. doi: 10.1021/acsomega.9b01178. eCollection 2019 Oct 22.
A new synthetic strategy to the ABCD ring system of the anticancer agent fredericamycin A (NSC-305263) was realized by the Diels-Alder reaction and olefin metathesis as key steps. The tactics developed here for the construction of the ABCD ring system also involve double Claisen rearrangement followed by a retro-Diels-Alder reaction and ring-closing metathesis. The metathesis approach performs a key role in the construction of A and D rings of the ABCD core unit. More importantly, ABCD fragment synthesis was accomplished without the involvement of protecting groups.
通过狄尔斯-阿尔德反应和烯烃复分解反应作为关键步骤，实现了一种用于抗癌药物弗雷德里卡霉素A（NSC-305263）ABCD环系统的新合成策略。此处开发的构建ABCD环系统的策略还包括双重克莱森重排，随后是逆狄尔斯-阿尔德反应和关环复分解反应。复分解方法在ABCD核心单元的A环和D环构建中起着关键作用。更重要的是，ABCD片段的合成在不涉及保护基团的情况下完成。
