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总合成的甲氨酸和Oxoepistephamiersine 的整体合成

Ya-Kui Sun¹, Jin-Bao Qiao¹, Yu-Meng Xin¹

¹Key Laboratory of Applied Surface and Colloid Chemistry & School of Chemistry and Chemical Engineering, Shaanxi Normal University, 620 West Chang'an Ave, Xi'an, 710119, China.

Angewandte Chemie (International ed. in English)

|August 21, 2023

概括

研究人员开发了一种新的合成 hasubanan 类甲 metaphanine 和 oxoepistephamiersine. 这种高效的方法使用催化反应和独特的骨重组来构建复杂的分子结构.

科学领域:

有机合成有机合成
药用化学医学化学
自然产品的合成自然产品的合成

背景情况:

哈苏巴南类化合物是具有显著生物活性的复杂天然产品.
这些类化合物的高效和可扩展的合成途径对于进一步的研究和潜在的治疗应用至关重要.
以前的合成通常涉及多个步骤和具有挑战性的立体化学控制.

研究的目的:

为了开发一个简洁和不同的合成策略,hasubanan类甲甲和oxoepistephamiersine.
建立一种新的方法来构建化aza[4.4.3]燃料核心.
为了实现四基 (THF) 环系统和半基部分的立体选择性形成.

主要方法:

利用催化级联循环,建立三环碳框架.
采用了区域选择性贝耶-维利格氧化,随后是甲基胺 (MeNH) 触发的骨重组.
实施了sp3C-H键的后期区域/灾难选择性氧化取消.

主要成果:

成功地以简洁而不同的方式合成了甲氨酸和oxoepistephamiersine.
有效地构建了复杂的素化aza[4.4.3]螺旋骨架.
通过C-H激活,在单个步骤中实现了具有挑战性的THF环系统和血基甲基部分的形成.

结论:

开发的合成途径提供了一种高效和多用途的方法来处理哈苏巴南类化合物.
新的级联反应和后期的C-H功能化代表了合成方法的重大进步.
酶选择性化策略使得这些复杂的天然产品的非对称合成成为可能.

关键词:

连锁取消的连锁取消方式哈苏巴南类化合物哈苏巴南类化合物晚期氧化阶段的氧化帕拉催化剂的催化方法总的综合总的综合

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