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Synthesis of α-phenyl proline derivatives via 1,3-dipolar cycloaddition of chiral stabilised azomethine ylids

✍ Scribed by Amberley.S. Anslow; Laurence.M. Harwood; Ian.A. Lilley


Book ID
108036334
Publisher
Elsevier Science
Year
1995
Tongue
English
Weight
208 KB
Volume
6
Category
Article
ISSN
0957-4166

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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