1223105-85-8Relevant articles and documents
A new mode of cyclobutenedione ring opening for the synthesis of 2-oxobut-3-enamides and tetrasubstituted furans
Bennett, Ryan M.,Sun, Wei,Wilson, Dharyl C.,Light, Mark E.,Harrowven, David C.
, p. 5694 - 5697 (2021)
A dichotomy between the additions of organolithiums and lithium amides to cyclobutenediones is described wherein the former give carbonyl addition products while the latter induce ring opening by enone cleavagevia O- toC-lithium transfer. This distinct mode of ring scission gives access to 2-oxobut-3-enamides and tetrasubstituted furans.
Squaramide-catalysed enantionselective Mannich reaction of imines bearing a heterocycle with malonates
He, Hai-Xiao,Du, Da-Ming
, p. 16349 - 16358 (2013)
An efficient enantioselective Mannich reaction of imines bearing a heterocycle with malonates catalysed by a cinchona-based squaramide organocatalyst has been developed. This catalytic asymmetric reaction afforded the β-amino ester derivatives containing
Catalytic asymmetric cycloetherification via intramolecular oxy-Michael addition of enols
Murata, Ryuichi,Asano, Keisuke,Matsubara, Seijiro
supporting information, (2021/08/26)
Carbonyl compounds employed as carbon nucleophiles have played a dominant role in synthetic organic chemistry; however, there is very limited use of these compounds as oxygen nucleophiles. In particular, there are only a few reports on the oxy-Michael addition of the enol forms of carbonyl nucleophiles. In this study, we present the asymmetric cycloetherification of enols, which are generated in situ from enone-bearing ketones, using chiral bifunctional organocatalysts bearing amino and squaramide groups. This transformation chemo- and enantioselectively afforded dihydropyran derivatives, which are the core structures of building blocks for synthesizing glycans.