849404-68-8Relevant academic research and scientific papers
Asymmetric synthesis of acyclic 1,3-amino alcohols by reduction of N-sulfinyl β-amino ketones. Formal synthesis of (-)-pinidinol and (+)- epipinidinol
Davis, Franklin A.,Gaspari, Paul M.,Nolt, Brad M.,Xu, Peng
experimental part, p. 9619 - 9626 (2009/04/06)
(Chemical Equation Presented) Stereoselective reduction of acyclic N-sulfinyl β-amino ketones with (LiEt3BH) and Li(t-BuO) 3AlH, respectively, gave anti- and syn-1,3-amino alcohols with excellent selectivity. A formal asymmetric synthesis of the hydroxy piperidine alkaloids (-)-pinidinol and (+)-epipinidinol from a common N-sulfinyl β-amino ketone ketal precursor was developed. The pinidinol piperidine ring was formed via a novel acid-catalyzed cascade reaction of a N-sulfinylamino silyl protected alcohol ketal.
Asymmetric synthesis of β-amino carbonyl compounds with N-sulfinyl β-amino Weinreb amides
Davis, Franklin A.,Nolt, M. Brad,Wu, Yongzhong,Prasad, Kavirayani R.,Li, Danyang,Yang, Bin,Bowen, Kerisha,Lee, Seung H.,Eardley, John H.
, p. 2184 - 2190 (2007/10/03)
(Chemical Equation Presented) Diverse organometallic reagents readily add to enantiopure N-sulfinyl β-amino Weinreb amides providing the corresponding, stable, N-sulfinyl β-amino carbonyl compounds in good to excellent yields. This new methodology represe
