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通过分子内安息香缩合反应的色满酮和黄烷酮的立体发散合成。

Stereodivergent Synthesis of Chromanones and Flavanones via Intramolecular Benzoin Reaction.

机构信息

College of Chemistry and Chemical Engineering, Northwest Normal University , Lanzhou, 730070, China.

Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences , Fuzhou, 350100, China.

出版信息

Org Lett. 2016 Aug 19;18(16):3980-3. doi: 10.1021/acs.orglett.6b01767. Epub 2016 Aug 4.

Abstract

The strategy of stereodivergent reactions on racemic mixtures (stereodivergent RRM) was employed for the first time in intramolecular benzoin reactions and led to the rapid access of chromanones/flavanones with two consecutive stereocenters. The easily separable stereoisomers of the products were obtained with moderate to excellent enantioselectivities in a single step. Catechol type additives proved crucial in achieving the desired diastereo- and enantioselectivities.

摘要

手性拆分策略(Stereodivergent RRM)首次被应用于内分子苯偶姻反应中,为快速构建具有两个连续手性中心的色酮/黄酮类化合物提供了一种新方法。通过该策略,产物的非对映异构体可以很容易地分离,并且在单一步骤中以中等至优异的对映选择性得到。此外,儿茶酚类型添加剂对于获得所需的非对映和对映选择性至关重要。

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