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Synthesis 1973; 1973(3): 137-145
DOI: 10.1055/s-1973-22146
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Preparation and Reactions of Diazomalonic Esters

B. W. PEACE* , D. S. WULFMAN
  • *Department of Chemistry, University of Missouri-Rolla, Rolla, Missouri 65401, U. S. A.
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Publication Date:
12 September 2002 (online)

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Diazomalonic esters offer ready access to some classes of geminally disubstituted cyclopropanes, endo-substituted bicyclo[n.1.0] systems, and selectively cyclopropanated polyolefins as well as some classes of olefins bearing ether, sulfide, and halogen substituents. The current scope and limitations of synthesis involving these systems are illustrated. 1. Preparation of Diazomalonic Esters 2. Reaction with Saturated C-H Bonds 3. Reactions with Olefins 4. Copper and Copper-Salt Catalysis 5. Reaction with Benzene 6. Reactions with Ethers and Alkyl Sulfides 7. Reactions with Amines 8. Reactions with Sulfoxides 9. Reactions with Thioketones 10. Reactions with Allyl Sulfides and Halides 11. Recent Work

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