The base-catalyzed isomerization of allyl to propenyl amines
โ Scribed by Charles C. Price; William E. Snyder
- Publisher
- Elsevier Science
- Year
- 1962
- Tongue
- French
- Weight
- 225 KB
- Volume
- 3
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Recently, the base-catalyeed isomarlcations ethers1 ** and l-to 2-olafI& bave baen reported of ally1 to propenyl to be hiShly selective in yialding the a-isomers. We wish to report on a similar isomariratioa of tert'kary ally1 ulnes which appears to be very much less selective under coadltions essentially equivalent to those reported previously 1,3 .
๐ SIMILAR VOLUMES
The amine moiety of aminals adds to dimethyl maleate via azomethine ylid intermediates. The products of this reaction, in turn, cause dimethyl maleate to isomerize to dimethyl fumarate.
A convenient and highly selective method of synthesis of (E)-N-aryl-N-(1-propenyl)ethanamides via isomerization of respective N-allyl-N-arylethanamides catalyzed by [RuClH(CO)(PPh 3 ) 3 ] has been described. N-Allyl-N-arylethanamides have been obtained by allylation of respective N-arylethanamides u