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1,3-Dipolar cycloaddition reactions of vinylcephalosporins with diazoalkanes

✍ Scribed by János Pitlik; Tamás E. Gunda; István Miskolczi

Book ID
112129694
Publisher
Journal of Heterocyclic Chemistry
Year
1990
Tongue
English
Weight
314 KB
Volume
27
Category
Article
ISSN
0022-152X

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The 3-methylenecephams underwent I .3-dipolar cycloaddition reactions with diazomethane to give spiropyrazolinocephams in a completely stereo-and regioselective manner. Thermal breakdown of these I-pyrazolines led to spirocyclopropane and vinyl derivatives.

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## Abstract The 2‐methylenecephalosporins 1 undergo stereoselective 1,3‐dipolar cycloaddition reactions with diazoalkanes to give exclusively the spirocyclopropylcephalosporins 3. Substituens at C‐3, C‐4 and C‐7 of the cephalosporin nucleus do not display a significant effect on the reactivity of t