State key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Collaborative Innovation Center of Chemical Science and Engineering, Nankai University , Tianjin 300071, China.
J Org Chem. 2018 Jan 5;83(1):364-373. doi: 10.1021/acs.joc.7b02750. Epub 2017 Dec 15.
A chiral phosphoric acid-catalyzed approach constructing dihydrocoumarin motifs by the addition of azlactones to para-quinone methides (p-QMs) was developed. The reaction proceeded smoothly with a wide range of p-QMs and azlactones to generate corresponding products in high yields with excellent diastereoselectivities (>19:1 dr) and enantioselectivities (up to 99% ee). Two possible pathways were proposed to explain the stereoselectivity.
手性磷酸催化的通过氮杂环丙烷酮与对醌甲醚（p-QMs）加成构建二氢香豆素的方法被开发出来。该反应可以顺利进行，具有广泛的 p-QMs 和氮杂环丙烷酮，以高收率和优异的非对映选择性（>19:1 dr）和对映选择性（高达 99%ee）生成相应的产物。提出了两种可能的途径来解释立体选择性。
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