N‑Heterocyclic Carbene-Catalyzed Radical Reactions for Highly Enantioselective β‑Hydroxylation of Enals

• Main Authors: Zhang, Yuexia, Du, Yu, Huang, Zhijian, Xu, Jianfeng, Wu, Xingxing, Wang, Yuhuang, Wang, Ming, Yang, Song, Webster, Richard D., Chi, Robin Yonggui
• Other Authors: School of Physical and Mathematical Sciences
• Format: Article
• Language: English
• Published: 2016
• Subjects: Chemistry and Biological Chemistry
• Online Access: https://hdl.handle.net/10356/80814; http://hdl.handle.net/10220/40626
• Institution: Nanyang Technological University

An N-heterocyclic carbene-catalyzed β-hydroxylation of enals is developed. The reaction goes through a pathway involving multiple radical intermediates, as supported by experimental observations. This oxidative single-electron-transfer reaction allows for highly enantioselective access to β-hydroxyl...