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Synfacts 2007(11): 1124-1124  
DOI: 10.1055/s-2007-991202
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (+)-Spirolaxine Methyl Ether

Contributor(s): Philip Kocienski, Stewart Eccles
K. A. Keaton, A. J. Phillips*
University of Colorado at Boulder, USA
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Publication History

Publication Date:
23 October 2007 (online)

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Significance

Spirolaxine methyl ether shows ­activity against Helicobacter pylori. A noteworthy part of this synthesis is the preparation of ketone D via a Kulinkovich cyclopropanation (for more details on the cyclopropanation, see the review below) and oxidative cleavage of the cyclopropanol intermediate.