氰基肉桂酸酯和苯乙烯衍生物的 CN 促进氧化环化反应：一种构建 3-取代手性邻苯二甲酸内酯的简便方法。
CN-assisted oxidative cyclization of cyano cinnamates and styrene derivatives: a facile entry to 3-substituted chiral phthalides.
机构信息
Chemical Engineering and Process Development Division National Chemical Laboratory, Pune, India.
出版信息
Org Biomol Chem. 2012 May 14;10(18):3655-61. doi: 10.1039/c2ob25409c. Epub 2012 Apr 3.
PMID:22495575
Abstract
The asymmetric dihydroxylation (AD) of o-cyano cinnamates and styrene derivatives leads to efficient construction of chiral phthalide frameworks in high optical purities. This unique reaction is characterized by unusual synergism between CN and osmate groups resulting in rate enhancement of the AD process. The method is amply demonstrated by the synthesis and the structural/stereochemical assignment of the natural products.
摘要
邻氰肉桂酸酯和苯乙烯衍生物的不对称双羟化反应以高光学纯度有效地构建手性邻苯二甲酸内酯骨架。这种独特的反应的特点是 CN 和高铼基团之间不寻常的协同作用，从而加速了 AD 反应的速率。该方法通过天然产物的合成和结构/立体化学归属得到了充分的证明。
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