A DFT study on gold-catalyzed domino cyclization for post-Ugi synthesis of spiroindolines: insights on the origin of remarkable diastereoselectivity. Issue 5 (2nd February 2022)

• Record Type: Journal Article
• Authors: Li, Yunhe; Zhou, Yi; Zhang, Jie; Liu, Ruiyu; Zhao, Xiang; Wang, Youliang
• Is Part Of: Catalysis science & technology. Volume 12:Issue 5(2022)
• Page Start: 1678
• Page End: 1684
• Publication Date: 2022-02-02
• Subjects: Catalysis -- Periodicals; 541.395
• DOI: 10.1039/d1cy01453f
• Languages: English
• ISSNs: 2044-4753

Abstract

Abstract : We report a comprehensive DFT study on gold-catalyzed domino cyclization to spiroindolines. Abstract : We report a comprehensive DFT study on gold-catalyzed domino cyclization to spiroindolines. The diastereoselectivity was analyzed based on the established coordination spheres. These computational results not only explain the origin of diastereoselectivity of gold-catalyzed domino cyclization but also guide the development of more effective stereochemistry of transition metal complexes controlled by a counterion effect. Detailed analysis of the key intermediates and transition states showed that the preference of the domino cyclization could be attributed to both electronic and geometric factors.