有机催化对映选择性立体消旋羟化 3-卤代色满: 一种有效构建对映体富集的 3-取代 3-羟基-2-色满酮的方法。
Organocatalytic enantioselective stereoablative hydroxylation of 3-halooxindoles: an effective method for the construction of enantioenriched 3-substituted 3-hydroxy-2-oxindoles.
机构信息
National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, PR China.
出版信息
Chemistry. 2012 Jul 16;18(29):8916-20. doi: 10.1002/chem.201201395. Epub 2012 Jun 19.
3-Substituted oxindoles as electrophilic partners: An unprecedented method for the construction of hydroxylated 3-substituted oxindoles in high yields and excellent enantioselectivities through stereoablative hydroxylation of 3-halooxindoles with an organocatalyst has been developed. This process not only differs from the common convention of using 3-substituted oxindoles as nucleophiles, but also provides a viable entry to optically active 3-substituted 3-hydroxy-2-oxindoles (see scheme).
3-取代的吲哚酮作为亲电试剂：通过有机催化剂对 3-卤代吲哚酮进行立体选择性羟化反应，以高产率和优异的对映选择性构建了 3-取代的吲哚酮的羟化产物，这是一种前所未有的方法。该过程不仅与使用 3-取代的吲哚酮作为亲核试剂的常见常规方法不同，而且还为光学活性的 3-取代的 3-羟基-2-吲哚酮提供了可行的途径（见方案）。
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