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Synfacts 2010(12): 1329-1329
DOI: 10.1055/s-0030-1258874
DOI: 10.1055/s-0030-1258874
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag
Stuttgart ˙ New YorkSynthesis of endo-6-Aryl-8-oxabicyclo-[3.2.1]oct-3-en-2-one
N. Shimada, T. Hanari, Y. Kurosaki, K. Takeda, M. Anada, H. Nambu, M. Shiro, S. Hashimoto*
Hokkaido University, Sapporo and Rigaku Corporation, Tokyo, Japan
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
22. November 2010 (online)
Significance
This is the first example of an enantioselective 1,3-dipolar cycloaddition of a cyclic formyl carbonyl ylide. This methodology was successfully applied to the synthesis of endo-6-aryl-8-oxabicyclo[3.2.1]oct-3-en-2-one, which was isolated from Ligusticum chuanxing Hort., a traditional Chinese medicine used to promote blood circulation.