Synthesis of (+)-Spirolaxine Methyl Ether

B. M. Trost; A. H. Weiss

doi:10.1055/s-2008-1042652

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Synfacts 2008(3): 0231-0231
DOI: 10.1055/s-2008-1042652

Synthesis of Natural Products and Potential Drugs

Synthesis of (+)-Spirolaxine Methyl Ether

Contributor(s): Philip Kocienski, Stewart Eccles
B. M. Trost*, A. H. Weiss
Stanford University, USA

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Publication History

Publication Date:
21 February 2008 (online)

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Significance

The spirolaxine family was isolated from Sporotichum laxum and has shown several different biological activities including potent activity against Helicobacter pylori. This synthesis of spirolaxine methyl ether features an efficient asymmetric alkynylation (A→D) catalyzed by the phenol C.