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Catalytic Asymmetric Three-Component 1,3-Dipolar Cycloaddition of Aldehydes, Hydrazides, and Alkynes

Takuya Hashimoto, Yuka Takiguchi and Keiji Maruoka*

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

T. Hashimoto, Y. Takiguchi, K. Maruoka, J. Am. Chem. Soc., 2013, 135, 11473-11476.

DOI: 10.1021/ja405444c (free Supporting Information)


Abstract

A catalytic asymmetric 1,3-dipolar cycloaddition of terminal alkynes with acyclic azomethine imines generated in situ from the corresponding aldehydes and hydrazides was realized using Cu(I)/pybox and axially chiral dicarboxylic acid cocatalysts.

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Key Words

3-pyrazolines, multicomponent reactions


ID: J48-Y2013