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Synfacts 2011(1): 0059-0059  
DOI: 10.1055/s-0030-1259174
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Enantioselective Cycloaddition of Nitrones with Propioloyl- and Acryloylpyrazoles

Contributor(s): Mark Lautens, Jane Panteleev
A. Sakakura, M. Hori, M. Fushimi, K. Ishihara*
Nagoya University, Japan
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Publication History

Publication Date:
21 December 2010 (online)

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Significance

The authors describe an enantio­selective dipolar cycloaddition of nitrones and electon-deficient alkenes and alkynes. This work follows the authors’ work on the asymmetric ­Diels-Alder reaction using similar alanine-derived chiral ligands (J. Am. Chem. Soc. 2008, 130, 7532). The enantioselectivities are generally good for both alkene and alkyne dienophiles.

Review: L. M. Stanley, M. P. Sibi Chem. Rev. 2008, 108, 2887-2902.