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Synfacts 2008(2): 0173-0173  
DOI: 10.1055/s-2007-992446
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Yttrium-Salen Catalyst for the Enantioselective Opening of Epoxides

Contributor(s): Hisashi Yamamoto, Marina Naodovic
B. Saha, M.-H. Li, T. V. RajanBabu*
The Ohio State University, Columbus, USA
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Publication History

Publication Date:
23 January 2008 (online)

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Significance

This account describes the more detailed investigation of nucleophilic opening of epoxides in the presence of chiral yttrium-salen complexes. This catalytic system shows improvements regarding the amounts necessary for efficient conversion compared to catalysts previously reported by Hoveyda and co-workers (Angew. Chem., Int. Ed. Engl. 1996, 35, 1668) and Jacobsen and co-workers (Org. Lett. 2000, 2, 1001). The main significance of this report is the development of a highly reactive catalytic system that circumvents side reactions usually associated with previous catalysts.