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Issue 23, 2011
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Transannular Claisen rearrangement reactions for the synthesis of vinylcyclobutanes: formal synthesis of (±)-grandisol

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Abstract

Unsaturated eight-membered lactones undergo decarboxylative and non-decarboxylative transannular Ireland–Claisen rearrangement reactions, to give substituted vinylcyclobutanes. A formal synthesis of (±)-grandisol is described.

Graphical abstract: Transannular Claisen rearrangement reactions for the synthesis of vinylcyclobutanes: formal synthesis of (±)-grandisol

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Article information


Submitted
22 Sep 2011
Accepted
06 Oct 2011
First published
06 Oct 2011

Org. Biomol. Chem., 2011,9, 8000-8002
Article type
Communication

Transannular Claisen rearrangement reactions for the synthesis of vinylcyclobutanes: formal synthesis of (±)-grandisol

D. Craig, K. Funai, S. J. Gore, A. Kang and A. V. W. Mayweg, Org. Biomol. Chem., 2011, 9, 8000
DOI: 10.1039/C1OB06619F

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