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Synfacts 2009(2): 0172-0172  
DOI: 10.1055/s-0028-1087504
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Aluminum Salen Passerini-Type Synthesis of 5-(1-Hydroxyalkyl)tetrazoles

Contributor(s): Hisashi Yamamoto, Joshua P. Abell
T. Yue, M-X. Wang*, D-X. Wang, J. Zhu*
Institute of Chemistry, Chinese Academy of Sciences, Beijing, P. R. of China and Institut de Chimie des Substances Naturelles, Gif-sur-Yvette, France
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Publication History

Publication Date:
22 January 2009 (online)

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Significance

1,5-Substituted tetrazoles are valuable precursors in organic synthesis, specifically those of conformationally constrained peptidomimetics. The enantioselective synthesis of 5-(1-hydroxyalkyl)tetrazoles is reported to be the first example by any route to date. This report compli-ments the previous report of an aluminum salen catalyzed Passerini three-component reaction (P-3CR) (Angew. Chem. Int. Ed. 2008, 47, 388).