22859-84-3Relevant academic research and scientific papers
A Tandem Amino-Cope Rearrangement/Enamine Alkylation Reaction
Allin, Steven M.,Button, Martin A. C.,Shuttleworth, Stephen J.
, p. 725 - 727 (1997)
Thermally induced [3,3]-sigmatropic rearrangement of 3-amino-1,5-diene substrates occurs to give the corresponding enamine products in high yield and with excellent trans:cis enamine selectivity. The enamine produced during the amino-Cope rearrangement has been directly derivatized, representing the first report of a tandem amino-Cope rearrangemenl/enamine alkylation reaction. The potential of this novel synthetic strategy is outlined.
The effect of pre-existing stereocenters in the intramolecular asymmetric Stetter reaction
Reynolds, Nathan T.,Rovis, Tomislav
, p. 6368 - 6378 (2007/10/03)
A series of disubstituted cyclopentanones have been synthesized by the intramolecular Stetter reaction. Racemic substrates containing one chiral center were used, allowing us the opportunity to observe a parallel kinetic resolution in the synthesis of 2,3- and 2,4-disubstituted cyclopentanones. The Stetter reaction of 2,5-disubstituted cyclopentanones proved to be substrate controlled, resulting in the selective formation of the cis-diasteromers with low ee.
