Rearrangement of Epoxides to Allylic Alcohols in the Presence of Reusable Basic Resins

被引:1
|
作者
Smith, Keith [1 ]
El-Hiti, Gamal A. [1 ]
Matthews, Ian [2 ]
Al-Shamali, Mahmoud [2 ]
Watson, Trystan [2 ]
机构
[1] Cardiff Univ, Sch Chem, Cardiff CF10 3AT, S Glam, Wales
[2] Univ Wales Swansea, Dept Chem, Swansea SA2 8PP, W Glam, Wales
关键词
Epoxide; Modified basic Merrifield's resin; Rearrangement; Allylic alcohols; Heterogeneous reactions; ALUMINUM ALKOXIDE REARRANGEMENT; AROMATIC-SUBSTITUTION REACTIONS; CHIRAL LITHIUM AMIDES; SOLID ACID CATALYSTS; MESO-EPOXIDES; ZEOLITE CATALYSTS; ENANTIOSELECTIVE DEPROTONATION; MILD CONDITIONS; ISOMERIZATION; OXIRANES;
D O I
10.1007/s10562-008-9705-0
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
We have modified Merrifield's resin to provide polymers containing secondary amine groups. Lithiation of the solids gives strongly basic yet poorly nucleophilic resins useful for rearrangement of epoxides to their corresponding allylic alcohols. The resins are easy to handle, non-volatile, non-toxic, and are easily recovered and reused, providing environmental and economic benefits that might have commercial viability.
引用
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页码:101 / 105
页数:5
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