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Unexpected Selective Monoadduct Formation from 2-Methyl-3-butyn-2-ol and α,ω-Diiodoperfluorobutane by Claire Amato; Cathy Naud; Patrick Calas; Auguste Commeyras is a Chemistry article available to read on EtoBox.

What is Unexpected Selective Monoadduct Formation from 2-Methyl-3-butyn-2-ol and α,ω-Diiodoperfluorobutane about?

Radical chain addition of a,o-diiodoper ̄uorobutane to 2-methyl-3-buten-2-ol and 2-methyl-3-butyn-2-ol has been studied. The Huang sul®natodehalogenation system, used as initiator, gave satisfactory conversion yields of the starting diiodide when compared to more classical initiators (AIBN, Fe, triethylborane). Addition to the alkenol yields classically the bis-adduct with variable amounts of the monoadduct. On the contrary the alkynol leads exclusively to the monoadduct formation, in high yield. Some considerations are proposed for interpreting this result. The monoadduct selectively obtained constitutes a powerful intermediate for synthesis.

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Author

Claire Amato; Cathy Naud; Patrick Calas; Auguste Commeyras

Publisher

Elsevier Science; Elsevier ; Elsevier BV (ISSN 0022-1139)

Published

2002

Language

EN

Field

Chemistry (Physical Sciences)