Title of article
Regioselectivity of ring closure of the 2-azonia-2,2,5-trimethyl-5-hexenyl radical
Author/Authors
Della، نويسنده , , Ernest W and Smith، نويسنده , , Paul A، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2001
Pages
3
From page
481
To page
483
Abstract
The 2-azonia-2,2,5-trimethyl-5-hexenyl radical 9, derived from treatment of 1-iodo-2,2,5-trimethyl-2-azonia-5-hexenyl iodide 12 with tributyltin hydride, is found to give an 8:3:1 mixture of the isomeric 5-exo, 6-endo and acyclic ammonium salts. A rationale for the observed regioselectivity is proposed, and a comparison is made with the behaviour of the corresponding all-carbon radical.
Keywords
Radical cyclisation , regioselectivity , heterocyclic synthesis , ?-ammonio radicals
Journal title
Tetrahedron Letters
Serial Year
2001
Journal title
Tetrahedron Letters
Record number
1641236
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