861818-39-5Relevant articles and documents
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.