Control of diastereoselectivity in metal-catalyzed 1,3-dipolar cycloaddition between diphenylnitrone and chiral auxiliary-substituted crotonyl amide
β Scribed by Giovanni Desimoni; Giuseppe Faita; Mariella Mella; Pierpaolo Righetti; Michele Zema
- Book ID
- 104209495
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 761 KB
- Volume
- 55
- Category
- Article
- ISSN
- 0040-4020
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π SIMILAR VOLUMES
Yb(OTf)3 (ytterbium trifluoromethanesulfonate)-catalyzed diastereoselective 1,3dipolar cycloaddition of a nitrone with ct,13-unsaturated carbonyl compounds was studied. While endo-cycloadduct was obtained from the reaction of C, N-diphenylnitrone with N-crotonoyloxazolidinone or N-crotonyl-2-pyrroli
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.
Catalytic control of regio-, diastereo-, and enantioselectivity in the 1,3-dipolar cycloaddition of 3-acryloyloxazolidin-2-one (4) with different nitrones 2 by the application of a [TiX,(TADDOLato)] complex as the catalyst was developed (TADDOL = a,ru,a',a'-tetraary1-1,3-dioxolane-4,5-dimethanol). I