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卡尔西的总合成
Ming Yang1, Fangjie Yin1, Haruka Fujino1
1Department of Chemistry , University of Chicago , 5735 South Ellis Avenue , Chicago , Illinois 60637 , United States.
Journal of the American Chemical Society
|March 1, 2019
概括
研究人员首次完全合成了黄色素素, 这涉及新的合成策略,并澄清了其自然形式,推进了天然产品化学.
科学领域:
- 有机化学
- 自然产品合成
- 医学化学
背景情况:
- 素是一种在中发现的黄色色素.
- 它独特的酸二元结构构成了合成的挑战.
- 之前的鉴定认为它是一种自由酸,但这项研究却提出了相反的结论.
研究的目的:
- 为了实现第一个完全合成的calcitrin.
- 探索其复杂多环核的高效合成途径.
- 为了澄清的确切自然形式.
主要方法:
- 从商业可用的原材料进行17步线性合成.
- 采用金催化反应来制造核心.
- 用于多环核形成的N-异环碳酸介导的乙烯添加剂.
- 通过后期的双Stille合引入侧链.
主要成果:
- 已经成功地合成了素.
- 证明了黄金 (I) 和N-异环碳酸催化在核心构造中的有效性.
- 鉴定了由于硬质障碍而导致的替代合成设计的挑战.
- 发现原来所描述的物质是碳酸盐, 而不是自由酸.
结论:
- 完成了第一个完全合成的素.
- 这项研究强调了特定的催化反应对复杂分子合成的有用性.
- 纠正了对素天然形式的理解,影响了未来的研究和表征.
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