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.

Key words

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