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Labelling studies of the formation of cyclopentadienes from the reaction of 1,1-dibromo-2-vinylcyclopropanes with methyl lithium

✍ Scribed by Mark S. Baird; Ian Jefferies

Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
255 KB
Volume
27
Category
Article
ISSN
0040-4039

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✦ Synopsis

Labelling studies of the conversion of (5, RI= Rz= Me) to ( 9) on reaction with methyl lithium are consistent with an intermediate (4, RI= Rz= Me) or a carbenoid with no plane of symmetry through the ring, in which selective migration of Ha (Hb and Hd in (I, RI= Rz= Me)) occurs.

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1-halocyclopropenes and propargylic hali
1-halocyclopropenes and propargylic halides from the reaction of trihalocyclopropanes with methyl lithium
✍ Mark S. Baird; William Nethercott πŸ“‚ Article πŸ“… 1983 πŸ› Elsevier Science 🌐 French βš– 292 KB

1,1,2-Trihalocyclopropanes (halogen= chlorine or bromine) undergo 1,2dehalogenation on reaction with methyl lithium, and in a number of cases the product is a 1-halocyclopropene. In the reactionsof (20, X = Br, Cl) and ( 25) a rearrangement occurs even at low temperatures and propargylic halides are