School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou, 221116, P. R. China.
College of Chemistry and Pharmaceutical Sciences, Qingdao Agricultural University, Qingdao, 266109, P. R. China.
Angew Chem Int Ed Engl. 2019 Jun 24;58(26):8703-8708. doi: 10.1002/anie.201901955. Epub 2019 May 17.
The first catalytic asymmetric (4+3) cyclization of in situ generated ortho-quinone methides with 2-indolylmethanols has been established, which constructed seven-membered heterocycles in high yields (up to 95 %) and excellent enantioselectivity (up to 98 %). This approach not only represents the first catalytic asymmetric (4+3) cyclization of o-hydroxybenzyl alcohols, but also enabled an unprecedented catalytic asymmetric (4+3) cyclization of 2-indolylmethanols. In addition, a scarcely reported catalytic asymmetric (4+3) cyclization of para-quinone methide derivatives was accomplished.
首次建立了在原位生成的邻醌甲醚与 2-吲哚甲醇的催化不对称（4+3）环化反应，以高产率（高达 95%）和优异的对映选择性（高达 98%）构建了七元杂环。该方法不仅代表了对羟基苄醇的首次催化不对称（4+3）环化，而且还实现了 2-吲哚甲醇的前所未有的催化不对称（4+3）环化。此外，还完成了很少报道的对醌甲醚衍生物的催化不对称（4+3）环化。
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