Diselenophosphinates of lupinine or anabasine via a new three-component reaction of secondary phosphines, elemental selenium, and amines

被引：13

作者：

Gusarova, Nina K. ^{[1
]}

Artem'ev, Alexander V. ^{[1
]}

Malysheva, Svetlana F. ^{[1
]}

Fedorov, Sergei V. ^{[1
]}

Kazheva, Olga N. ^{[2
]}

Alexandrov, Grigorii G. ^{[3
]}

Dyachenko, Oleg A. ^{[2
]}

Trofimov, Boris A. ^{[1
]}

机构：

[1] Russian Acad Sci, Siberian Branch, AE Favorsky Irkutsk Inst Chem, Irkutsk 664033, Russia

[2] Russian Acad Sci, Inst Problems Chem Phys, Chernogolovka 142432, Russia

[3] Russian Acad Sci, NS Kurnakov Gen & Inorgan Chem Inst, Moscow 119991, Russia

来源：

TETRAHEDRON LETTERS | 2010年 / 51卷 / 14期

基金：

俄罗斯基础研究基金会;

关键词：

Secondary phosphines; Elemental selenium; Lupinine; Anabasine; Diselenophosphinates; NICOTIANA-GLAUCA; ALKALOIDS; IDENTIFICATION; SPECTROMETRY;

D O I：

10.1016/j.tetlet.2010.01.116

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Secondary phosphines, elemental selenium, and the natural alkaloids, lupinine and anabasine, interact in a three-component-type reaction under mild conditions (70 degrees C, 1-1.5 h, EtOH) without the formation of any by-products to give diselenophosphinates of the above-mentioned alkaloids (in almost quantitative yields) with the retention of their intrinsic optical activity. Thus, the developed synthesis represents an atom-economic route to new selenophosphorus derivatives of alkaloids. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：1840 / 1843

页数：4

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