Title:Synthesis of New Chiral N-alkyl Betti-base Ligands via One-Pot Three Component Strategy
Volume: 10
Issue: 1
Author(s): Siva Ganesh, Kondabatini Sarika, Pedavenkatagari Narayana Reddy*Pannala Padmaja*
Affiliation:
- Department of Chemistry, School of Science, Gitam University, Hyderabad (T.S),India
- Centre for Semio Chemicals, CSIR-Indian Institute of Chemical Technology, Hyderabad,India
Keywords:
Betti base, N-alkyl betti-base, arylglyoxals, 1, 3-C, N-binucleophiles, multicomponent reaction, asymmetric
catalysis.
Abstract:
Background: Betti base derivatives were employed as chiral ligands or as chiral auxiliaries
in asymmetric transformations. In particular, N-alkyl Betti base derivatives are gaining importance
as excellent ligands in asymmetric reactions. However, no appropriate method exists for
regioselective N-alkylation of Betti base. Therefore, there is an urgent need to develop a new protocol
for the regioselective N-alkylation of chiral Betti-base.
Methods: An efficient method has been developed for one-pot synthesis of chiral N-alkyl Bettibase
ligands from (S)-(+)-Betti base, arylglyoxals and cyclic 1,3-C,N-binucleophiles under catalyst-
free conditions.
Results: The chiral N-alkyl Betti-base ligands were obtained in good yields with excellent enantioselectivities.
This method is rapid, clean and does not require a catalyst or chromatographic purification.
Conclusion: We have developed an efficient one-pot three component strategy for the synthesis of
new chiral N-alkyl Betti-base ligands from (S)-(+)-Betti base, arylglyoxals and cyclic 1,3-C,Nbinucleophiles
in the absence of a catalyst.
