56395-05-2Relevant academic research and scientific papers
Simple organocatalysts in multi-step reactions: An efficient one-pot Morita-Baylis-Hillman-type α-hydroxymethylation of vinyl ketones followed by the convenient, temperature-controlled one-pot etherification using alcohols
Mantel, Marvin,Guder, Marian,Pietruszka, J?rg
supporting information, p. 5442 - 5450 (2018/05/25)
1,4-Diazabicyclo[2.2.2]octane (DABCO) was utilized as versatile catalyst in a one-pot synthesis: First, for the preparation of alcoholic formaldehyde solutions from para-formaldehyde catalysed by using low loadings of inexpensive DABCO. Second, for the fast α-hydroxymethylation of alkylic and aromatic vinyl ketones in high yields. In a third step, the same catalyst can be used for an optional, temperature controlled in situ etherification of the Morita-Baylis-Hillman product with various alcohols on a multi-gram scale in moderate to good overall yields and high purities. Furthermore, an application of the ether in the enantioselective synthesis of a common building block for total synthesis is shown, thus providing a gram-scale access from inexpensive bulk chemicals.
Effect of aliphatic alcohols on the reaction of acetoacetic ester with formaldehyde and primary amines
Ishmiyarov,Latypova,Spirikhin,Galkin,Kuleshov,Dokichev
, p. 837 - 840 (2015/06/08)
Abstract Composition of hemiacetals formed by the reaction of paraformaldehyde with aliphatic alcohols in the presence of catalytic amounts of Et3N was studied and the effect of the nature of hemiacetals on the yield and composition of the products of their condensation with acetoacetic ester and primary amines under the Mannich reaction conditions was examined.
