1059607-95-2Relevant academic research and scientific papers
Directing the Activation of Donor–Acceptor Cyclopropanes Towards Stereoselective 1,3-Dipolar Cycloaddition Reactions by Br?nsted Base Catalysis
Blom, Jakob,Vidal-Albalat, Andreu,J?rgensen, Julie,Barl?se, Casper L.,Jessen, Kamilla S.,Iversen, Marc V.,J?rgensen, Karl Anker
, p. 11831 - 11835 (2017/09/20)
The first stereoselective organocatalyzed [3+2] cycloaddition reaction of donor-acceptor cyclopropanes is presented. It is demonstrated that by applying an optically active bifunctional Br?nsted base catalyst, racemic di-cyano cyclopropylketones can be activated to undergo a stereoselective 1,3-dipolar reaction with mono- and polysubstituted nitroolefins. The reaction affords functionalized cyclopentanes with three consecutive stereocenters in high yield and stereoselectivity. Based on the stereochemical outcome, a mechanism in which the organocatalyst activates both the donor-acceptor cyclopropane and nitroolefin is proposed. Finally, chemoselective transformations of the cycloaddition products are demonstrated.
Catalytic enantioselective aldol additions of α-isothiocyanato imides to aldehydes
Li, Le,Klauber, Eric G.,Seidel, Daniel
supporting information; experimental part, p. 12248 - 12249 (2009/02/05)
Highly enantioselective organocatalytic aldol additions of α-isothiocyanato imides to aldehydes are reported. These reactions provide convenient access to enantiomerically enriched and protected β-hydroxy-α-amino acids with catalyst loadings as low as 1 m
