Stereodivergent Synthesis of Chromanones and Flavanones via Intramolecular Benzoin Reaction

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• 作者：Genfa Wen ; Yingpeng Su ; Guoxiang Zhang ; Qiqiao Lin ; Yujin Zhu ; Qianqian Zhang ; Xinqiang Fang
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：August 19, 2016
• 年：2016
• 卷：18
• 期：16
• 页码：3980-3983
• 全文大小：482K
• 年卷期：0
• ISSN：1523-7052

文摘

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.