900494-22-6Relevant academic research and scientific papers
Stereoconvergent route to chiral cyclohexenone building blocks: Formal synthesis of (-)-dysidiolide
Moustafa, Gamal A. I.,Kamada, Yasumasa,Tanaka, Tetsuaki,Yoshimitsu, Takehiko
, p. 8609 - 8615 (2013/01/15)
A stereoconvergent access to chiral carbocyclic building blocks is reported. 6-(3′-Hydroxy-4′-methylpent-4′-enyl)-3-methoxy cyclohex-2-enone (1) that consists of four stereoisomers, i.e., racemic ca. 1:1 diastereomers, is converted to enantiomerically pure carbocycles through a combination of regioselective catalytic asymmetric reduction and alkylative remote stereoinduction. The present stereoconvergent strategy has allowed the formal synthesis of bioactive (-)-dysidiolide.
Asymmetric allylic alkylation of cyclic vinylogous esters and thioesters by Pd-catalyzed decarboxylation of enol carbonate and β-ketoester substrates
Trost, Barry M.,Bream, Robert N.,Xu, Jiayi
, p. 3109 - 3112 (2007/10/03)
(Chemical Equation Presented) Excellent yields and enantioselectivities were achieved for the palladium-catalyzed asymmetric allylic alkylation of vinylogous thioesters. The close-to-neutral reaction conditions ensure that this reaction can tolerate a wide range of functionalities. Furthermore, this approach provides a convenient protocol for the synthesis of synthetically important α,α- and γ,γ-di-substituted cycloalkenones.
