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A convergent synthesis of substituted pyrrolidines by 1,3 dipolar cycloaddition

✍ Scribed by George A. Kraus; Jon O. Nagy

Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
184 KB
Volume
22
Category
Article
ISSN
0040-4039

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✦ Synopsis

Thiazolium ylids 2a and 2b are converted to 4 in 3 steps. Summary: The 1,3-dipolar cycloaddition of azomethine ylids with activated alkenes constitutes an effective synthetic method for certain pyrrolidines. 1 However, the reaction is rather limited in that R and R' are invariably aryl substituents or electron withdrawing groups. These restrictions stem fran the synthetic methods used to generate the azanethine ylid: deprotonation of imminium salts and the thermal or photochemical openings of aziridines. Since R '+

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