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Asymmetric 1,3-Dipolar Cycloaddition Reaction of Nitrones and Acrolein with a Bis-Titanium Catalyst as Chiral Lewis Acid

Taichi Kano, Takuya Hashimoto and Keiji Maruoka*

*Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan, Email: maruokakuchem.kyoto-u.ac.jp

T. Kano, T. Hashimoto, K. Maruoka, J. Am. Chem. Soc., 2005, 70, 11926-11927.

DOI: 10.1021/ja0523284 (free Supporting Information)


Abstract

A chiral Ti(IV) catalyst can be successfully utilized in the asymmetric 1,3-dipolar cycloaddition reactions between various nitrones and acrolein to give the corresponding endo cycloadducts (isoxazolidines) with high to excellent enantioselectivities.

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Key Words

1,3-Dipolar Cycloaddition, isoxazolidines


ID: J48-Y2005-1260