Zinc-Catalyzed Deoxygenation of Sulfoxides to Sulfides Applying [B(Pin)]2 as Deoxygenation Reagents

被引:26
作者
Enthaler, Stephan [1 ]
机构
[1] Tech Univ Berlin, Dept Chem, D-10623 Berlin, Germany
关键词
Catalysis; Zinc; Deoxygenation; Sulfoxide; Sulfide; OXYGEN-ATOM TRANSFER; ENANTIOSELECTIVE REDUCTION; ASYMMETRIC HYDROSILYLATION; EFFICIENT DEOXYGENATION; CHIRAL LIGANDS; N-OXIDES; KETONES; MILD; MOLYBDENUM; COMPLEXES;
D O I
10.1007/s10562-012-0897-y
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
In the present study, the zinc-catalyzed deoxygenation of aliphatic and aromatic sulfoxides in the presence of 4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi-1,3,2-dioxaborolane [B(Pin)](2) as reducing reagent to produce the corresponding sulfides has been investigated. After examination of various reaction parameters the abilities of catalytic amounts of Zn(OTf)(2) has been proven in the deoxygenation of various sulfoxides. Especially, a high functional group tolerance was noticed for the Zn(OTf)(2)/B(Pin)(2) system.
引用
收藏
页码:1306 / 1311
页数:6
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