676345-40-7Relevant academic research and scientific papers
3-Substituted and 2,3-Disubstituted Cyclopentanones via an Asymmetric Tandem 1,4-Addition/Dieckmann Cyclization
Groth, Ulrich,Halfbrodt, Wolfgang,Kalogerakis, Aris,K?hler, Thomas,Kreye, Paul
, p. 291 - 294 (2007/10/03)
A new stereoselective method for the synthesis of 3-substituted and 2,3-disubstituted cyclopentanones is described. The key step is the 1, 4-addition of a cuprate to a chilar Michael-acceptor derived from (-)-8-phenylmenthol or the Helmchen auxiliary followed by Dieckmann cyclization of the obtained chiral enolates. The resultant 2,3-cyclopentanones can be transformed after methanolysis and demethoxycarbonylation to the related 3-substituted cyclopentanones.
