858645-29-1Relevant academic research and scientific papers
Control of diastereoselectivity by solvent effects in the addition of Grignard reagents to enantiopure t-butylsulfinimine: Syntheses of the stereoisomers of the hydroxyl derivatives of sibutramine
Lu, Bruce Z.,Senanayake, Chris,Li, Nansheng,Han, Zhengxu,Bakale, Roger P.,Wald, Stephen A.
, p. 2599 - 2602 (2005)
(Chemical Equation Presented) An efficient method has been developed to prepare all four isomers of the hydroxyl derivatives of sibutramine by addition of Grignard reagents (R)- or (S)-5 to a single enantiomer of sulfinyl imine (R)-1 simply by tuning the
First application of tunable alkyl or aryl sulfinamides to the stereoselective synthesis of a chiral amine: asymmetric synthesis of (R)-didesmethylsibutramine ((R)-DDMS) using (R)-triethylmethylsulfinamide ((R)-TESA).
Han, Zhengxu,Krishnamurthy, Dhileepkumar,Pflum, Derek,Grover, Paul,Wald, Stephen A,Senanayake, Chris H
, p. 4025 - 4028 (2007/10/03)
A highly diastereoselective addition of i-BuLi to a triethylmethylsulfinamide derived aldimine was used as the key step in the first asymmetric synthesis of (R)-didesmethylsibutramine, a metabolite of sibutramine for the potential treatment of CNS disorders. [reaction: see text]
