四级碳中心的立体控制基化构造
David A Kummer1, William J Chain, Marvin R Morales
1Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA.
Journal of the American Chemical Society
|September 16, 2008
概括
这项研究提出了高效的和 diastereoselective 方法来创建使用伪胺胺的alpha,alpha-disubstituted enolates. 这些乙烯酸盐经过立体特异性化,产生了合成的有价值的性构建块.
科学领域:
- 有机化学 有机化学
- 立体选择性合成 立体选择性合成
背景情况:
- 开发用于立体定义的alpha,alpha-disubstituted enolates形成的方法对于不对称合成至关重要.
- 伪胺胺作为有效的合辅助剂在控制立体化学.
研究的目的:
- 为从伪胺胺中生成α,α-异位化酸盐的立体定义生成建立协议.
- 为了实现这些乙烯酸盐在二聚选择性化反应中产生复杂的分子.
主要方法:
- 伪胺胺基质的直接去和化.
- 立体特定的化和化途径.
- 将基试剂合添加到不和伪胺胺基中.
主要成果:
- 实现了alpha,alpha-异位化伪胺胺的高效和异位选择性直接化.
- 观察到alpha-C-H键与alpha-C-alkyl组的立体特异性替换,并保留立体化学.
- 通过结合添加的替代立体控制的酸生成被证明.
结论:
- 开发的方法可以获得具有高立体控制的α,α-异位化伪胺胺.
- 这些产品可以很容易地转化为各种光学活性化合物,包括酸,酸,酒精和化物.
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