Document Type

Article

Publication Date

8-18-2008

Publication Title

Tetrahedron Letters

Volume

49

Issue

34

Publisher Name

Elsevier

Abstract

The Beckmann rearrangement has been performed on the oxime of cyclotriveratrylene (CTV) with thionyl chloride affording the ring-expanded 10-membered ring amide exclusively in high yield. Modified conditions afford a helical pentacycle derived from an unusual tandem Beckmann rearrangement and electrophilic aromatic addition followed by demethylation and tautomerization.

Comments

Author Posting © Elsevier, 2008. This is the author's version of the work. It is posted here by permission of Elsevier for personal use, not for redistribution. The definitive version was published in Tetrahedron Letters, Volume 49, Issue 34, August 18, 2008. http://dx.doi.org/10.1016/j.tetlet.2008.06.056

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Creative Commons License
This work is licensed under a Creative Commons Attribution-Noncommercial-No Derivative Works 3.0 License.

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