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由伯β-烯胺基膦酸酯合成氟烷基化β-氨基膦酸酯和吡啶。

Synthesis of fluoroalkylated beta-aminophosphonates and pyridines from primary beta-enaminophosphonates.

作者信息

Palacios Francisco, Ochoa de Retana Ana M, Oyarzabal Julen, Pascual Sergio, Fernández de Trocóniz Guillermo

机构信息

Departamento de Química Orgánica I, Facultad de Farmacia, Universidad del País Vasco, Vitoria, Spain.

出版信息

J Org Chem. 2008 Jun 20;73(12):4568-74. doi: 10.1021/jo8005667. Epub 2008 May 20.

DOI:10.1021/jo8005667
PMID:18489181
Abstract

A simple and efficient stereoselective synthesis of fluorine containing beta-aminophosphonates by reduction of beta-enaminophosphonates is described. Reduction with sodium cyanborohydride in the presence of zinc chloride and the catalytic hydrogenation of beta-enaminophosphonates gives beta-aminophosphonates. beta-Enaminophosphonates are also used as intermediates for the regioselective synthesis of fluoroalkyl-substituted pyridines.

摘要

本文描述了一种通过β-烯胺基膦酸酯还原反应简单高效地立体选择性合成含氟β-氨基膦酸酯的方法。在氯化锌存在下用氰基硼氢化钠还原以及β-烯胺基膦酸酯的催化氢化反应均可得到β-氨基膦酸酯。β-烯胺基膦酸酯还用作区域选择性合成氟烷基取代吡啶的中间体。

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