Tetrahedron Letters p. 1963 - 1966 (1986)
Update date:2022-08-11
Topics:
Garst, John F.
Hines, John B.
Bruhnke, John D.
In reactions of 1-methyl-5-hexenyl chloride and bromide with sodium metal and sodium naphthalene in DME and THF, the cyclization of (1-methyl-5-hexenyl)sodium is suppressed by added tert-butylamine.Since the cyclization of 1-methyl-5-hexenyl radical does not appear to be affected, this demonstrates the practicality of using the 1-methyl-5-hexenyl group as a probe for radical intermediates in the presence of tert-butylamine.
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