Conversion of Aziridinemethanol Sulfonate Esters to Allylic Amines via Tellurium Chemistry1
The Journal of Organic Chemistry1997Vol. 62(23), pp. 7920–7925
Citations Over TimeTop 15% of 1997 papers
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, activation by an electron-withdrawing substituent on nitrogen is not necessary and is even detrimental.
Related Papers
- → Insertion of tellurium into an alkylpentacarbonylmanganese complex and a convenient new route to manganese telluride(1990)24 cited
- → Low temperature synthesis of gold telluride(1966)2 cited
- → Kinetics and Mechanism of Telluride Scale Growth on Iron.(1992)3 cited
- → Tellurium (Te) [Z = 52](2022)
- → Kinetics and Mechanism of Telluride Scale Growth on Iron(1992)