669058-49-5Relevant academic research and scientific papers
An Expedient and Practical Method for the Synthesis of A Diverse Series of Cyclopropane α-Amino Acids and Amines
Wurz, Ryan P.,Charette, Andre B.
, p. 1262 - 1269 (2007/10/03)
A practical synthesis for the preparation of a diverse series of cyclopropane α-amino acids is described. Nitrocyclopropane carboxylates can be readily prepared through treatment of α-nitroesters and iodobenzene diacetate or α-nitro-α-diazoesters with a R
Hypervalent iodine(III) reagents as safe alternatives to α-nitro-α-diazocarbonyls
Wurz, Ryan P.,Charette, Andre B.
, p. 2327 - 2329 (2007/10/03)
(Matrix presented) A cyclopropanation reaction involving iodonium ylides generated in situ allows for efficient preparation of substituted 1-nitro-1-carbonyl cyclopropanes. This robust cyclopropanation reaction can be performed in organic solvents, biphasic aqueous media, or under solvent-free conditions with alkene substrates. The iodonium ylides generated in situ display some surprising differences in reactivity when compared to α-nitro-α-diazocarbonyl compounds. They do not undergo O-H insertion reactions and exhibit reduced reactivity with certain alkenes.
