黄金 ((I) 催化环扩张的环醇和环醇
Jordan P Markham1, Steven T Staben, F Dean Toste
1Department of Chemistry, University of California, Berkeley, California 94720, USA.
Journal of the American Chemical Society
|July 7, 2005
概括
金 ((I) 复合物催化了基环醇的重新排列到基环醇. 这种立体选择性反应提供了一种从环醇合成替代环丹的实用方法.
科学领域:
- 有机化学 有机化学
- 有机金属化学 有机金属化学
- 催化剂是一种催化剂.
背景情况:
- 环醇和环醇衍生物是有价值的合成中间体.
- 黄金催化反应在有机合成中具有独特的反应性和选择性.
- 复杂循环化合物的立体选择合成仍然是一个重大挑战.
研究的目的:
- 描述一种新型的黄金 ((I) 催化对1-基尼尔环醇和环醇的重新排列.
- 调查这种转型的范围和局限性.
- 建立一种立体选择方法来合成替代的环丹.
主要方法:
- 使用阴离子三酸黄金 (((I) 复合物作为催化剂.
- 在黄金催化下反应的1-基尼尔循环醇和循环醇.
- 分析重新排列产品的立体化学结果.
主要成果:
- 金 ((I) 催化重新排列有效地将环醇转化为基环醇.
- 反应能容忍在乙烯基位置上的各种替代物,包括基,基和团.
- 这种转换是立体选择性的,产生单个烯酸异构体,并且对环置换剂具有立体特异性.
结论:
- 金 ((I) 催化提供了一种实用和立体选择性途径,可以从环醇中获得高度替代的环丹.
- 反应通过连续的黄金 (I) 催化环膨胀进行.
- 这种方法为构建具有精确立体化学控制的复杂循环结构提供了有价值的工具.
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