Synthetic Studies on Echinulin and Related Natural Products. I. : Acid-Catalyzed Amino-Claisen Rearrangement of N-Allylaniline and N, N-Diallylaniline Derivatives
Open Access
- 1 January 1977
- journal article
- research article
- Published by Pharmaceutical Society of Japan in YAKUGAKU ZASSHI
- Vol. 97 (5) , 553-557
- https://doi.org/10.1248/yakushi1947.97.5_553
Abstract
In connection with a total synthesis of echinulin [Aspergillus echinulatus] and related alkaloids, acid-catalyzed amino-Claisen rearrangement of N-allylaniline, N,2-diallylaniline, N,2,6-triallylaniline and N,N-diallylaniline was examined in refluxing xylene, in the presence of zinc chloride or boron trifluoride etherate. Boron trifluoride etherate was found to be a more effective acid for this rearrangement.Keywords
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