197247-26-0Relevant academic research and scientific papers
Synthesis of Optically Active 2,3-Disubstituted Indoline -Derivatives through Cycloaddition Reactions between Benzynes and α,β-Unsaturated γ-Aminobutyronitriles
Ikawa, Takashi,Sumii, Yuta,Masuda, Shigeaki,Wang, Ding,Emi, Yuto,Takagi, Akira,Akai, Shuji
, p. 530 - 536 (2018/01/17)
We report a method for synthesizing optically active 2,3-disubstituted indolines by the cycloaddition reaction of benzynes with various 4-[(4-toluenesulfonyl)amino]-(E)-but-2-enenitriles, which are readily prepared from the corresponding l -amino acid der
Stereoselective γ-lactam synthesis via palladium-catalysed intramolecular allylation
Craig, Donald,Hyland, Christopher J. T.,Ward, Simon E.
, p. 3439 - 3441 (2007/10/03)
A novel route to the synthesis of 3-(tolylsulfonyl)-4,5-cis-disubstituted γ-lactams using a diastereoselective palladium-catalysed intramolecular allylation of amino acid-derived allylic carbonates has been developed. The Royal Society of Chemistry 2005.
Effective and mild method for preparation of optically active α-amino aldehydes via TEMPO oxidation
Jurczak, Janusz,Gryko, Dorota,Kobrzycka, Elzbieta,Gruza, Henryk,Prokopowicz, Piotr
, p. 6051 - 6064 (2007/10/03)
The TEMPO oxidation method is successfully applied to preparation of variously protected, optically active α-amino aldehydes without racemization and in very good yield.
Diastereoselective addition of vinylmagnesium halides to variously N-mono- and N,N-diprotected L-alaninals
Gryko, Dorota,Urbanczyk-Lipkowska, Zofia,Jurczak, Janusz
, p. 4059 - 4067 (2007/10/03)
Diastereoselective C2-elongation processes of N-mono- 1a-c and N,N-diprotected 1d-f L-alaninals, using vinylmagnesium bromide and chloride, are described. A substantial difference between effects of the N-protecting groups replacing either one
Acyclic stereoselection in the tertiary amine-catalysed addition of activated vinyl systems (Baylis-Hillman reaction) to protected chiral α-hydroxy and α-amino aldehydes
Manickum, Thavrin,Ross, Gregory H. P.
, p. 1 - 16 (2007/10/03)
The non chelation-controlled aldol-type addition of the ambident vinyl α anions derived from acrylic esters and methyl vinyl ketone to a series of protected chiral α-hydroxy and α-amino aldehydes has been investigated in order to assess some of the factors which contribute to the control of the diastereofacial selectivity.Whlist the α-methylene-β,γ-disubstituted carbonyl products showed a general preference for selectivity, some examples of syn predominance were made possible via a 'substituent tuning'approach.The observed diastereomer ratios have been interpreted in terms of the Felkin model and the Anh-Eisenstein proposals for 1,2-asymmetric induction.Simple steric effects appear to be as important as ?-orbital energies in the designation of the large 'anti group' for the application of these transition-state interpretations.Attempts to improve the overall induction via double diastereoselection approach, which combines the 1,5-induction of chiral acrylates with the 1,2-induction already present, were largely inconclusive.Methods for the routine NMR assignment of the relevant stereo-substructures have been assessed and the use of novel complementary technique is described.
