1253375-88-0Relevant academic research and scientific papers
Enantioselective aldol reaction of α-ketoester and Cyclopentaone catalyzed by L-proline
Xiang, Jiming,Li, Baolin
, p. 617 - 621 (2010)
A concise and enantioselective synthesis of (S)-ethyl 2-cyclopentyl-2-hydroxy-2-arylacetate, a key intermediate for the muscarinic receptor, is reported. The tertiary stereogenic center was constructed with good stereoselectivity through the L-proline-catalyzed direct asymmetric aldol reaction of ethyl arylglyoxylate and cyclopentanone. The carbonyl of the condensation product was reduced using a modified Clemmensen reaction which provided an easier workup and was more environmentally acceptable. The enantioselectivity of the aldol reactions was between 58.3% -93.2%, which means that the stereoselective is efficient in controlling configuration of reaction product.
