Year: 2025
Type: article
Abstract: Comprehensive Summary The asymmetric construction of polycyclic spiroindolines featuring one or more quaternary stereocenters remains a significant challenge in synthetic chemistry. We report a highly chemoselective and stereoselective cascade cycloadditions of newly designed oxazepino indolones with 5‐methylene‐1,3‐dioxanones, employing an iridium catalyst in combination with the Carreira ligand for the divergent synthesis of chiral polycyclic spiroindolines. This strategy enables the construction of a series of pentacyclic spiroindolines featuring two chiral quaternary stereocenters and one tertiary stereocenter in good yields with excellent chemoselectivity and stereocontrol (30 examples, up to 81% yield, >20 : 1 dr, 99% ee ). The process was scalable, and synthetic transformations of the products were performed to demonstrate their practical utility.
Source: Chinese Journal of Chemistry
DOI: 10.1002/cjoc.70191
Authors: Huan Zhang, Chenchen Ma, Fengfeng Yin, Yu Jiang, Jiaqi Du, Peifang Lu, Jianhua Wang, Jitian Liu, Xiaoxun Li
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: bronze
OpenAlex ID: W4413248353