134517-89-8Relevant academic research and scientific papers
Diastereoselective nickel-catalyzed reductive Aldol cyclizations using diethylzinc as the stoichiometric reductant: Scope and mechanistic insight
Joensuu, Pekka M.,Murray, Gordon J.,Fordyce, Euan A. F.,Luebbers, Thomas,Hon, Wai Lam
, p. 7328 - 7338 (2008/12/22)
In the presence of diethylzinc as a stoichiometric reductant, Ni(acac) 2 functions as an efficient precatalyst for the reductive aldol cyclization of α,β-unsaturated carbonyl compounds tethered to a ketone electrophile through an amide or an ester linkage. The reactions are tolerant of a wide range of substitution at both α,β-unsaturated carbonyl and ketone components and proceed smoothly to furnish β-hydroxylactams and β-hydroxylactones with generally high diastereoselectivities. A series of experiments, including deuterium-labeling studies, was carried out in an attempt to gain some insight into the possible reaction mechanisms that might be operative.
AN ENANTIOSELECTIVE CONSTRUCTION OF PYRROLIDONES BEARING FUNCTIONALIZED APPENDAGES VIA AN ASYMMETRIC INTRAMOLECULAR MICHAEL REACTION
Hirai, Yoshiro,Terada, Takashi,Katoh, Hideko,Sonohara, Sayuri,Momose, Takefumi
, p. 7 - 10 (2007/10/02)
The intramolecular Michael reaction of acyclic compounds 9 and 10 to form pyrrolidones is reported.Cyclization of 9 and 10 using (R)-(+)-1-phenylethylamine as a mediator gave the pyrrolidones (+)-11 and (+)-12 in 63percent and 65percent enantiomeric exces
