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ChemInform Abstract: Yb(OTf)3-Catalyzed 1,3-Dipolar Cycloaddition of Nitrone with Alkene; Switch in Diastereoselectivity by Solvent and Bidentate Auxiliary.

✍ Scribed by S. MINAKATA; T. EZOE; K. NAKAMURA; I. RYU; M. KOMATSU


Publisher
John Wiley and Sons
Year
2010
Weight
33 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis


The ytterbium triflate catalyzed 1,3-dipolar cycloaddition of diphenylnitrone (I) with the crotylamides (II) is investigated. The diastereoselectivity is found to depend on the nature of the amide auxiliary and the solvent.


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1,3-Dipolar Cycloaddition of Nitrones wi
✍ Chang-Tao Qian; Long-Cheng Wang; Rui-Fang Chen πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons 🌐 English βš– 456 KB

## Abstract 1,3‐Dipolar cycloaddition of nitrones with ethyl vinyl ether or 2,3‐dihydrofuran proceeds smoothly in the presence of a catalytic amount (10 mol%) of ytterbium triflate to afford isoxazolidines and dicyclic isoxazolidine respectively with good yields and high stereoselectivity.