Continuous Reductions and Reductive Aminations Using Solid NaBH4

被引:28
作者
Gilmore, Kerry [1 ]
Vukelic, Stella [2 ]
McQuade, D. Tyler [1 ,3 ]
Koksch, Beate [2 ]
Seeberger, Peter H. [1 ]
机构
[1] Max Planck Inst Colloids & Interfaces, D-14476 Potsdam, Germany
[2] Free Univ Berlin, Inst Chem & Biochem, D-14195 Berlin, Germany
[3] Florida State Univ, Dept Chem & Biochem, Tallahassee, FL 32306 USA
关键词
FLOW CHEMISTRY; SELECTIVE REDUCTION; CARBONYL-COMPOUNDS; ALDEHYDES; KETONES; CATALYSTS; VERSATILE; TECHNOLOGY; COMPLEXES; EFFICIENT;
D O I
10.1021/op500310s
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Most successful reactions carried out under continuous flow conditions mix homogeneous solutions yielding homogeneous products. Using solids is avoided to prevent pump and reactor clogging; even though solid reagents may often be the best choice for a given transformation. Here we demonstrate that by pumping aldehydes, ketones, or in situ formed imines through a specially formulated NaBH4 column results in efficient reductions. The column design and performance characteristics, along with substrate scope, are discussed.
引用
收藏
页码:1771 / 1776
页数:6
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