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使用有机金属试剂对酮进行催化不对称烷基化反应。

Catalytic asymmetric alkylation of ketones using organometallic reagents.

作者信息

Madduri Ashoka V R, Harutyunyan Syuzanna R, Minnaard Adriaan J

出版信息

Drug Discov Today Technol. 2013 Spring;10(1):e21-7. doi: 10.1016/j.ddtec.2012.10.010.

DOI:10.1016/j.ddtec.2012.10.010
PMID:24050226
Abstract

The catalytic asymmetric synthesis of tertiary alcohols by the addition of organometallic reagents to ketones is of central importance in organic chemistry. The resulting quaternary stereocentres are difficult to prepare selectively by other means despite their widespread occurrence in natural products and pharmaceuticals. Over the past few years, several seminal reports on the formation of chiral tertiary alcohols with excellent selectivities have appeared in the literature. This review records the major strategies and current status of the catalytic enantioselective synthesis of chiral tertiary alcohols using alkylation/ arylation reactions with highly reactive organometallic reagents derived from Zn, Al, Mg and Li.

摘要

通过向酮中添加有机金属试剂来催化不对称合成叔醇在有机化学中至关重要。尽管所得的季碳立体中心广泛存在于天然产物和药物中,但很难通过其他方法选择性地制备。在过去几年中,文献中出现了几篇关于以优异选择性形成手性叔醇的开创性报道。本综述记录了使用与源自锌、铝、镁和锂的高活性有机金属试剂进行烷基化/芳基化反应催化对映选择性合成手性叔醇的主要策略和现状。

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