Title of article
α-Lithiation-rearrangement of N-toluenesulfonyl aziridines with sec-butyllithium and (−)-sparteine: opposite sense of asymmetric induction to epoxides
Author/Authors
OBrien، نويسنده , , Peter and Rosser، نويسنده , , Clare M and Caine، نويسنده , , Darren، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2003
Pages
3
From page
6613
To page
6615
Abstract
The α-lithiation rearrangement of three cyclic N-toluenesulfonyl (tosyl) aziridines has been carried out using sec-butyllithium/(−)-sparteine. In each case, it was established that preferential lithiation of the S-aziridine stereocentre occurred. This is the opposite sense of asymmetric induction to that observed with epoxides.
Keywords
lithiation , sulfonamides , Stereochemistry , Aziridines , Rearrangement
Journal title
Tetrahedron Letters
Serial Year
2003
Journal title
Tetrahedron Letters
Record number
1654200
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