1036637-41-8Relevant articles and documents
Boronate urea activation of nitrocyclopropane carboxylates
So, Sonia S.,Auvil, Tyler J.,Garza, Victoria J.,Mattson, Anita E.
supporting information; experimental part, p. 444 - 447 (2012/03/10)
Boronate ureas operate as catalysts for the activation of nitrocyclopropane carboxylates in nucleophilic ring-opening reactions. A variety of amines were found to open the urea-activated nitrocyclopropane carboxylates, generating highly useful nitro ester
Asymmetric Rh(II)-catalyzed cyclopropanation of alkenes with diacceptor diazo compounds: P -methoxyphenyl ketone as a general stereoselectivity controlling group
Lindsay, Vincent N. G.,Nicolas, Cyril,Charette, Andre B.
supporting information; experimental part, p. 8972 - 8981 (2011/08/04)
Different diacceptor diazo compounds bearing an α-PMP-ketone group were found to be effective carbene precursors for the highly stereoselective Rh2(S-TCPTTL)4-catalyzed cyclopropanation of alkenes (EWG = NO2, CN, CO2Me). The resulting products were readily transformed into a variety of biologically relevant enantiopure molecules, such as cyclopropane α- and β-amino acid derivatives. Different mechanistic studies carried out led to a rationale for the high diastereo- and enantioselectivity obtained, where the PMP-ketone moiety was found to play a critical role in the stereoinduction process. Additionally, the use of catalytic amounts of achiral Lewis bases to influence the enantioinduction of the reactions developed is documented.
A mild procedure for the Lewis acid-catalyzed ring-opening of activated cyclopropanes with amine nucleophiles
Lifchits, Olga,Charette, Andre B.
supporting information; experimental part, p. 2809 - 2812 (2009/05/27)
(Chemical Equation Presented) The Lewis acid-catalyzed ring-opening of methyl 1-nitrocyclopropanecarboxylates with amine nucleophiles is described. The reaction proceeds at room temperature and with complete preservation of the enantiomeric purity from th
