磷化氢
化学
亲核细胞
氧化还原
取代反应
亲核取代
试剂
碳纤维
组合化学
有机化学
光化学
催化作用
复合数
材料科学
复合材料
作者
Rhydian H. Beddoe,Keith G. Andrews,Valentin Magné,James D. Cuthbertson,Jan Saska,Andrew L. Shannon-Little,Stephen E. Shanahan,Helen F. Sneddon,Ross M. Denton
出处
期刊:Science
[American Association for the Advancement of Science (AAAS)]
日期:2019-08-30
卷期号:365 (6456): 910-914
被引量:142
标识
DOI:10.1126/science.aax3353
摘要
Nucleophilic substitution reactions of alcohols are among the most fundamental and strategically important transformations in organic chemistry. For over half a century, these reactions have been achieved by using stoichiometric, and often hazardous, reagents to activate the otherwise unreactive alcohols. Here, we demonstrate that a specially designed phosphine oxide promotes nucleophilic substitution reactions of primary and secondary alcohols in a redox-neutral catalysis manifold that produces water as the sole by-product. The scope of the catalytic coupling process encompasses a range of acidic pronucleophiles that allow stereospecific construction of carbon-oxygen and carbon-nitrogen bonds.
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