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ChemInform Abstract: Synthesis of α-Phenyl Proline Derivatives via 1,3-Dipolar Cycloaddition of Chiral Stabilized Azomethine Ylides.

✍ Scribed by A. S. ANSLOW; L. M. HARWOOD; I. A. LILLEY


Book ID
112029049
Publisher
John Wiley and Sons
Year
2010
Weight
34 KB
Volume
27
Category
Article
ISSN
0931-7597

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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