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Synfacts 2010(2): 0186-0186  
DOI: 10.1055/s-0029-1219215
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Highly Substituted Tetrahydrofurans by a Rhodium-Catalyzed Cascade

Contributor(s): Mark Lautens, Stephen G. Newman
X. Xu, X. Han, L. Yang, W. Hu*
East China Normal University, Roche R&D Center, Shanghai and Nankai University, Tianjin, P. R. of China
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Publication History

Publication Date:
21 January 2010 (online)

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Significance

One-pot reactions allow for the rapid synthesis of complex molecules without requiring the isolation of intermediates. The authors present a method for the synthesis of highly substituted tetrahydrofurans by rhodium(II)-catalyzed OH insertion of aryldiazoacetates into allylic alcohols, followed by base-induced intramolecular 1,4-addition. The products are formed as single diastereomers.