1021700-90-2Relevant academic research and scientific papers
Samarium-mediated intramolecular cross-couplings of an α,β-unsaturated N-acylpyrrole
Law, Katherine R.,McErlean, Christopher S.P.
, p. 3113 - 3116 (2016)
The first example of an α,β-unsaturated N-acylpyrrole undergoing a SmI2-mediated cyclization is reported. In contrast to other unsaturated units, the intermediate samarium enolate readily engages in aldol-type reactions, necessitating careful control of the reaction conditions.
Stetter reactions of unsaturated 1-acyl-1H-pyrroles
Phippen, Christopher B. W.,Goldys, Anna M.,McErlean, Christopher S. P.
experimental part, p. 6957 - 6964 (2012/01/13)
α,β-Unsaturated 1-acyl-1H-pyrroles are employed as enabling units for the construction of 1,4-dicarbonyl systems using the organocatalytic Stetter reaction. The enhanced electrophilicity of the 1-acyl-1H-pyrrole unit allows for the catalytic construction of fused and non-fused pyranones from aliphatic aldehydes, is compatible with aromatic aldehydes, and also facilitates an intermolecular variant of the reaction involving both aromatic and aliphatic aldehydes.
Synthetic studies on maitotoxin. 2. Stereoselective synthesis of the WXYZA -ring system
Morita, Masayuki,Haketa, Tasuku,Koshino, Hiroyuki,Nakata, Tadashi
supporting information; experimental part, p. 1679 - 1682 (2009/04/12)
The stereoselective synthesis of the WXYZA -ring system of maitotoxin has been accomplished via a linear synthetic approach, in which key reactions were Sml2-induced cyclization of ss-alkoxyacrylate for the construction of the A -, Y-, and X-rings and 6-endo cyclization of hydroxy vinylepoxide for that of the Z- and W-rings.
