Synthesis in the group of nuphar alkaloids. VII. An easy access to (-)-nupharamine

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Title:Synthesis in the group of nuphar alkaloids. VII. An easy access to (-)-nupharamine
Creators:
Leniewski, Andrzej
Szychowski, Jerzy
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 56, 6, pp. 1309-1316

Abstract

A simple and effective approach to the total synthesis of (-)-nupharamine (<i>I</i>) is presented, which allows to control the stereochemistry at C-3 by epimerization of the ethoxycarbonyl function. The key steps are reductive amination of the respective substituted 1,5-diketone <i>V</i> and enantiomer resolution of piperidine <i>VI</i> using (1<i>S</i>)-(-)-camphanic acid.

Title:Synthesis in the group of nuphar alkaloids. VII. An easy access to (-)-nupharamine
Creators:
Leniewski, Andrzej
Szychowski, Jerzy
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:56
Number:6
Page Range:pp. 1309-1316
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19911309UNSPECIFIED
ID Code:5053
Item Type:Article
Deposited On:22 Feb 2010 11:29
Last Modified:22 Feb 2010 10:29

Citation

Leniewski, Andrzej; Szychowski, Jerzy (1991) Synthesis in the group of nuphar alkaloids. VII. An easy access to (-)-nupharamine. Collection of Czechoslovak Chemical Communications, 56 (6). pp. 1309-1316. ISSN 0010-0765

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