Reactions of α-chloronitrones with unsaturated ethers

Shlomo Levinger, Shimon Shatzmiller

Research output: Contribution to journalArticlepeer-review

7 Scopus citations


The Ag+ induced reaction of α-chloronitrones with unsaturated ethers goes in two parallel competitive directions. On the one hand cycloadducts like 3 are formed and on the other hand oxonium ions like 4. Formation of analogous oxonium compounds occurs also when α-alkoxynitrones are treated with Et3O+BF4- in 1,2-dichloroethane. Formation of oxonium compounds with the enol-ethers is practically irreversible and leads to enol-ether fragmentation. With the saturated ethers compounds like 25 were formed and were used as a potential source of N-alkyl-N-vinyl-nitrosonium ions.

Original languageEnglish
Pages (from-to)563-567
Number of pages5
Issue number5
StatePublished - 1978
Externally publishedYes


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