112448-69-8Relevant articles and documents
Structural elucidation and synthesis of new components isolated frompipersarmentosum(piperaceae)
Likhitwitayawuid, Kittisak,Ruangrungsi, Nijsiri,Lange, Gordon L.,Decicco, Carl P.
, p. 3689 - 3694 (1987)
Six components were Isolated from the fruit ofPipersarmentosum. Two of the components are the ubiquitous β-sitosterol and the known unsaturated amide, pellitorine, 3. The other four components, which are new natural products, consist of the aromatic alken
Remarkably stable tetrahedral intermediates: Carbinols from nucleophilic additions to N-acylpyrroles
Evans, David A.,Borg, George,Scheidt, Karl A.
, p. 3188 - 3191 (2007/10/03)
Sufficiently stable intermediates formed in the reaction of N-acylpyrroles (1) with hydride and Grignard reagents can undergo further synthetic transformations and chromatographic purification to enable the generation of pyrrolecarbinols 2 in 76-95% yields [Eq. (1)].
On the Preparation of N-Acylpyrroles and their Use in the Synthesis of Ketones
Brandaenge, Svante,Holmgren, Erik,Leijonmarck, Hans,Rodriguez, Benito
, p. 922 - 928 (2007/10/03)
Two methods for the preparation of N-acylpyrroles have been studied: (a) the reaction between pyrrole and N-acylimidazoles and (b) the oxidation of amides of 3-pyrroline.The reactions between N-acylpyrroles and organolithium compounds can be directed to give ketones in good yields.The initially formed tetrahedral intermediates in these reactions are relatively stable and pyrrolylcarbinols are isolable intermediates.A Reformatsky-Claisen type ring-closure gave a more than doubled yield when an N-acylpyrrole group was used as an electrophile instead of an ester group; the increased stability of the initially formed tetrahedral intermediate presumably accounts for the observed results.