用于外消旋胺对映选择性N-乙酰化动力学拆分的前所未有的、完全可回收的、固相支持试剂。

Unprecedented, fully recyclable, solid-supported reagent for the kinetic resolution of racemic amines through enantioselective N-acetylation.

作者信息

Arseniyadis Stellios, Subhash Pithani V, Valleix Alain, Wagner Alain, Mioskowski Charles

机构信息

Laboratoire de Synthèse Bio-Organique associé au CNRS, Université Louis Pasteur de Strasbourg, Faculté de Pharmacie, 74 route du Rhin, 67401 Illkirch-Graffenstaden, France.

出版信息

Chem Commun (Camb). 2005 Jul 14(26):3310-2. doi: 10.1039/b504200c. Epub 2005 Jun 1.

DOI:10.1039/b504200c

PMID:15983657

Abstract

The high-yielding synthesis and application of the first polymer supported reagent for the kinetic resolution (KR) of amines through enantioselective acetylation is described; this new supported chiral reagent allows the KR of primary amines with excellent selectivities at room temperature; moreover, this supported approach is highly efficient as the Merrifield-supported chiral scaffold can be quantitatively recovered and recycled.

摘要

描述了通过对映选择性乙酰化对胺进行动力学拆分（KR）的第一种聚合物负载试剂的高产率合成及应用；这种新型负载型手性试剂可在室温下以优异的选择性对伯胺进行KR；此外，这种负载方法效率很高，因为 Merrifield 负载的手性支架可以定量回收和循环使用。