Volume 17, Issue 44
Natural Products
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ChemInform Abstract: Nitrogen Insertion in Isolongifolane/Longibornane Systems via Beckmann/Schmidt Rearrangements: A Comparative Study.

First published: November 4, 1986

Abstract

While the ketone (II) can be transformed to the lactone (I) using method A) or B) and oxidized to the lactone (III) (yield given in mg), the isomeric ketone (VIII) remains unchanged under these conditions.

ChemInform Abstract

While the ketone (II) can be transformed to the lactone (I) using method A) or B) and oxidized to the lactone (III) (yield given in mg), the isomeric ketone (VIII) remains unchanged under these conditions. The oximes (VI) or (IX) react via method D) to give (I) or the lactam (X). The ketone (XIa) or its oxime (XIb), when subjected to methods A)-D), yields the products shown in the scheme. The mixture of (XII) and (XIII) can only be identified by PMR.

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