Conversion of Aziridinemethanol Sulfonate Esters to Allylic Amines via Tellurium Chemistry1
AS Pepito, DC Dittmer
Index: Pepito, Aurora S.; Dittmer, Donald C. Journal of Organic Chemistry, 1997 , vol. 62, # 23 p. 7920 - 7925
Full Text: HTML
Citation Number: 16
Abstract
Sulfonate esters of aziridinemethanols are converted to allylic amines by treatment with telluride ion obtained by reduction of elemental tellurium. In the course of the reaction, tellurium (0) is reformed and may be reused, thus removing the need to dispose of a key reagent. The telluride reaction yields optically active allylic amines from optically active aziridinemethanols. In contrast to many ring-openings of aziridines by nucleophiles, ...
Related Articles:
[Jamookeeah, Clare E.; Beadle, Christopher D.; Jackson, Richard F. W.; Harrity, Joseph P. A. Journal of Organic Chemistry, 2008 , vol. 73, # 3 p. 1128 - 1130]
N??Allylideneamines Derived from Acrolein: Synthesis and Use as Acceptors of Two Nucleophiles
[Mizota, Isao; Matsuda, Yuri; Hachiya, Iwao; Shimizu, Makoto European Journal of Organic Chemistry, 2009 , # 24 p. 4073 - 4084]
[Beckendorf, Stephan; Asmus, Soeren; Mueck-Lichtenfeld, Christian; Garcia Mancheno, Olga Chemistry - A European Journal, 2013 , vol. 19, # 5 p. 1581 - 1585]
A convenient method for the preparation of primary amines using tritylamine
[Theodorou, Vassiliki; Ragoussis, Valentine; Strongilos, Alexandros; Zelepos, Evangelos; Eleftheriou, Argyro; Dimitriou, Maria Tetrahedron Letters, 2005 , vol. 46, # 8 p. 1357 - 1360]
A convenient method for the preparation of primary amines using tritylamine
[Theodorou, Vassiliki; Ragoussis, Valentine; Strongilos, Alexandros; Zelepos, Evangelos; Eleftheriou, Argyro; Dimitriou, Maria Tetrahedron Letters, 2005 , vol. 46, # 8 p. 1357 - 1360]