同位体酸G和H的总合成
Scott E Denmark1, Jack Hung-Chang Liu, Joseck M Muhuhi
1Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana, Illinois 61801, USA. sdenmark@illinois.edu
Journal of the American Chemical Society
|October 8, 2009
概括
海洋天然产品同位素酸G和H的合成采用了一种新的基碳循环和基于的交叉合策略. 这种高效的方法可以获得这些复杂的类化合物.
科学领域:
- 有机化学 有机化学
- 自然产品的合成自然产品的合成
- 海洋化学 海洋化学
背景情况:
- 类天然产品,包括异构酸,具有显著的生物活性.
- 复杂的海洋自然产品的总合成在合成战略和执行方面提出了相当大的挑战.
研究的目的:
- 描述同位素酸G和H的有效总合成.
- 开发和应用一种新型的合成策略,涉及基碳循环和基于的交叉合.
主要方法:
- 顺序的西碳循环/基于的交叉合策略.
- 催化碳基化基碳基化碳基化的 (l) - 乙烯基甘油衍生的1,6 - 乙烯.
- 脱性化和基于的基基交叉合反应.
主要成果:
- 顺利的12步合成同位素酸G和13步合成同位素酸H.
- 通过脱离性化 (逆转或保留) 进行对的立体控制引入.
- 凯诺体核心结构的高效构建.
结论:
- 开发的合成途径为同位素酸G和H提供了有效的接入.
- 对脱的机械理解使立体化学控制成为可能.
- 这一策略适用于合成其他复杂的类结构.
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