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ChemInform Abstract: Polyfunctionalized Pyrrolidines by Stereoselective 1,3-Dipolar Cycloaddition of Azomethine Ylides to Chiral Enones.

✍ Scribed by G. GALLEY; J. LIEBSCHER; M. PAETZEL

Book ID
112023779
Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
26
Category
Article
ISSN
0931-7597

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## Abstract Acrylic ester derivatives (I) possessing meso‐hydrobenzoin derived chiral auxiliaries undergo cycloaddition with the azomethine (II) to give the highly substituted pyrrolidines (III) with up to 87% e.e.

Diastereoselective synthesis of pyrrolid
Diastereoselective synthesis of pyrrolidines via 1,3-dipolar cycloaddition of a chiral azomethine ylide
✍ K. Karthikeyan; R. Senthil Kumar; D. Muralidharan; P.T. Perumal πŸ“‚ Article πŸ“… 2009 πŸ› Elsevier Science 🌐 French βš– 691 KB

1,3-Dipolar cycloaddition of D-glucose-derived azomethine ylides for the synthesis of chiral pyrrolidines accompanied an unexpected 1,2-elimination in the furanose moiety of the products. The C3 0 alkoxy/ hydroxy group of the furanose moiety was invariably eliminated under the reaction conditions. A