77871-28-4Relevant articles and documents
Sc(OTf)3-Catalyzed [3 + 3] Cycloaddition of Cyclopropane 1,1-Diesters with Phthalazinium Dicyanomethanides
Liu, Honglei,Yuan, Chunhao,Wu, Yang,Xiao, Yumei,Guo, Hongchao
, p. 4220 - 4223 (2015)
The Sc(OTf)3-catalyzed diastereoselective [3 + 3] cycloaddition of phthalazinium dicyanomethanides with cyclopropane 1,1-diesters proceeded smoothly under mild reaction conditions, affording a variety of 3,4-dihydro-1H-pyrido[2,1-a]phthalazine derivatives in up to 99% yields with excellent diastereoselectivities.
SYNTHESIS OF gem-DIALKOXYCARBONYLCYCLOPROPANE DERIVATIVES FROM OLEFINS BY THE REACTION WITH DIBROMOMALONIC ESTERS AND COPPER IN DIMETHYL SULPHOXIDE
Kawabata, Nariyoshi,Tanimoto, Masami
, p. 3517 - 3522 (2007/10/02)
A novel method for the synthesis of gem-dialkoxycarbonylcyclopropane derivatives is reported which involves the reaction of olefins with dibromomalonic esters and Cu in dimethyl sulphoxide.The reaction was applicable to a wide range of olefins and proceeded smoothly at moderate temperature to give the cyclopropane derivatives often in good yields.Cu was converted to Cu(II) bromide during the reaction.The reaction was weakly electrophilic and proceeded non-stereospecifically, and a stepwise mechanism involving addition and elimination appeared favourable for the reaction.In contrast, in the previously reported examples of the cyclopropanation of olefins by organic gem-dihalides and Cu in an aromatic hydrocarbon, Cu was concerted to Cu(I) halides and a concerted cycloaddition of carbenoid intermediates appeared favourable.
