通过催化不对称氮杂-Piancatelli重排对螺异吲哚啉酮骨架进行立体选择性合成。
Stereoselective Access to Spiro-isoindolinone Scaffolds via Catalytic Asymmetric aza-Piancatelli Rearrangement.
作者信息
Yu Ling, Tang Yurong, Nie Xukun, Cai Yunfei
机构信息
School of Chemistry and Chemical Engineering, Chongqing University, Chongqing 400044, China.
出版信息
Org Lett. 2024 Sep 13;26(36):7667-7671. doi: 10.1021/acs.orglett.4c02799. Epub 2024 Aug 29.
PMID:39207091
Abstract
A chiral Brønsted acid catalyzed asymmetric aza-Piancatelli rearrangement of 3-furyl-3-hydroxyisoindolinones with anilines has been developed, enabling the divergent construction of chiral spiro-cyclopentenone-isoindolinones in high yields with excellent diastereo- and enantioselectivities even under a low catalyst loading of 0.5 mol%.
摘要
已开发出手性布朗斯特酸催化的3-呋喃基-3-羟基异吲哚啉酮与苯胺的不对称氮杂-Piancatelli重排反应，即使在0.5 mol%的低催化剂负载量下，也能以高收率、优异的非对映选择性和对映选择性，实现手性螺环戊烯酮-异吲哚啉酮的发散式构建。
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