TY  - BOOK
AU  - Balanna, Kuruva
AU  - Biju, Akkattu T advised
TI  - N-Heterocyclic carbene-catalyzed synthesis of oxazolones, e-Lactones and N-N Axially chiral molecules
U1  - 547 
PY  - 2023///
CY  - Bangalore
PB  - IISc
KW  - N-heterocyclic carbene
KW  - dynamic kinetic resolution
KW  - N-N axially chiral molecules
KW  - pyrrolooxazolones
N1  - include bibliographic reference and index; PhD; 2023; Organic chemistry
N2  - The diverse reactivity of N-heterocyclic carbenes (NHCs) in organocatalysis is due to the possibility of different modes of action. Although NHC-bound enolates and dienolates were well-known, the NHC-bound cross-conjugated aza-trienolates were undisclosed. We have demonstrated the synthesis of pyrrolooxazolones via NHC-bound azatrienolate intermediates. In the same fashion, involvement of chiral alpha-carbon center (proximal reaction centre) in dynamic kinetic resolution (DKR) via NHC-bound enolates were known. However, the gamma, gamma-disubstituted chiral carbon center (remote reaction centre) involving in DKR via NHC-bound dienolates were unknown. We have recently demonstrated the DKR of gamma,gamma-disubstituted indole 2-carboxaldehydes via NHC-Lewis acid cooperative catalysis for the synthesis of tetracyclic epsilon-lactones. Additionally, NHC-catalyzed atroposelective synthesis of C-C and C-N axially chiral molecules were known, and the asymmetric synthesis of axially chiral N-N molecules remains unknown in carbene catalysis. We have demonstrated the N-heterocyclic carbene (NHC)-catalyzed selective amidation reaction leading to the atroposelective synthesis of N-N axially chiral 3-amino quinazolinones
UR  - https://etd.iisc.ac.in/handle/2005/6191
ER  -