区域选择性生物催化自给自足的蒂施切克型反应通过形式分子内氢转移。
Regioselective biocatalytic self-sufficient Tishchenko-type reaction via formal intramolecular hydride transfer.
机构信息
Department of Chemistry, University of Graz, Heinrichstrasse 28, 8010 Graz, Austria.
c-LEcta GmbH, Perlickstrasse 5, 04103 Leipzig, Germany.
出版信息
Chem Commun (Camb). 2020 Jun 11;56(47):6340-6343. doi: 10.1039/d0cc02509g.
A self-sufficient nicotinamide-dependent intramolecular bio-Tishchenko-type reaction was developed. The reaction is catalyzed by alcohol dehydrogenases and proceeds through formal intramolecular hydride transfer on dialdehydes to deliver lactones. Regioselectivity on [1,1'-biphenyl]-2,2'-dicarbaldehyde substrates could be controlled via the electronic properties of the substituents. Preparative scale synthesis provided access to substituted dibenzo[c,e]oxepin-5(7H)-ones.
发展了一种自给自足的烟酰胺依赖的分子内生物 Tishchenko 型反应。该反应由醇脱氢酶催化，通过二醛上的形式分子内氢转移进行，生成内酯。通过取代基的电子性质可以控制[1,1'-联苯]-2,2'-二甲酰基底物的区域选择性。通过制备规模合成，可以获得取代的二苯并[c,e]氧杂环庚-5(7H)-酮。
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