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Synfacts 2007(8): 0834-0834  
DOI: 10.1055/s-2007-968775
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

[4+2] Carbocyclization of Vinylarylaldehydes with Alkenes and Alkynes

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
K. Tanaka*, D. Hojo, T. Shoji, Y. Hagiwara, M. Hirano
Tokyo University of Agriculture and Technology, Japan
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Publication History

Publication Date:
24 July 2007 (online)

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Significance

The authors describe the use of 2-vinyl benzaldehyde compounds in conjunction with alkenes to undergo [4+2] carbocyclizations mediated by Rh. Use of the JosiPhos chiral ligand system gave moderate ee values. Using 2-vinyl benzaldehyde and alkynes also was shown to afford 1-naphthols in reasonable yields.