Structural Revision of the Ring-Opened Product in the ZnCl₂-Catalyzed Reactions of 1-Benzyl-2-phenylaziridine with Thiols

Abstract

The reported β-amino sulfide structures for the products in the ZnCl₂-catalyzed ring-opening reactions of 1-benzyl-2-phenyl­aziridine with thiols should be revised to 2-amino-1-phenylethyl sulfides from 2-amino-2-phenylethyl sulfides.

structural revision - β-amino sulfide - ring-opening - 1-benzyl-2-phenylaziridine - thiol - ZnCl₂

References

Recent examples, see:

1a Kang SH. Kim M. Ryu DH. Synlett  2003,  1149 

1b Nishikawa T. Kajii S. Wada K. Ishikawa M. Isobe M. Synthesis  2002,  1658 

1c Bhanu Prasad BA. Sanghi R. Singh VK. Tetrahedron  2002,  58:  7355 

2 Hada K. Watanabe T. Isobe T. Ishikawa T. J. Am. Chem. Soc.  2001,  123:  7705 

3 Wu J. Hou X.-L. Dai L.-X. J. Chem. Soc., Perkin Trans. 1  2001,  1314 

4 Salvatore RN. Nagle AS. Jung KW. J. Org. Chem.  2002,  67:  674 

5 Watson IDG. Yudin AK. J. Org. Chem.  2003,  68:  5160