534569-95-4Relevant academic research and scientific papers
Synthesis of α-nitro-α-diazocarbonyl derivatives and their applications in the cyclopropanation of alkenes and in O - H insertion reactions
Charette, Andre B.,Wurz, Ryan P.,Ollevier, Thierry
, p. 4468 - 4484 (2007/10/03)
A facile and highly efficient method for the preparation of α-nitroα-diazocarbonyl derivatives by a diazotransfer reaction involving (trifluoromethyl) sulfonyl azide has been developed. These substrates undergo a rhodium-catalyzed cyclopropanation reaction with a variety of alkenes. A systematic study of the reaction indicated that the diastereoselectivity of the cyclopropanation could be effectively controlled through the modification of the steric bulk of the diazo reagent. A novel O - H insertion reaction of the metal - carbene complex derived from the α-nitro-α-diazocarbonyl reagent afforded the corresponding novel α-nitro-α-alkoxy carbonyl derivatives.
