Alcohol-alcohol cross-coupling enabled by SH2 radical sorting

• 成果类型: Article
• 署名作者: Chen, Ruizhe; Intermaggio, Nicholas E.; Xie, Jiaxin; Rossi-Ashton, James A.; Gould, Colin A.; Martin, Robert T.; Alcazar, Jesus; MacMillan, David W. C.
• 署名单位: Princeton University; Johnson & Johnson; Johnson & Johnson Spain
• 刊物名称: SCIENCE
• ISSN/ISSBN: 0036-8985
• DOI: 10.1126/science.adl5890
• 发表日期: 2024-03-22
• 页码: 1350-1357
• 关键词: bond-dissociation; mechanism

摘要

Alcohols represent a functional group class with unparalleled abundance and structural diversity. In an era of chemical synthesis that prioritizes reducing time to target and maximizing exploration of chemical space, harnessing these building blocks for carbon-carbon bond-forming reactions is a key goal in organic chemistry. In particular, leveraging a single activation mode to form a new C(sp(3))-C(sp(3)) bond from two alcohol subunits would enable access to an extraordinary level of structural diversity. In this work, we report a nickel radical sorting-mediated cross-alcohol coupling wherein two alcohol fragments are deoxygenated and coupled in one reaction vessel, open to air.