TY  - BOOK
AU  - Ghosh, Biki 
AU  - Mukherjee, Santanu advised
TI  - Enantioselective annulation reactions: from fischer indolization to de novo arene Construction
U1  - 547 
PY  - 2022///
CY  - Bengaluru
PB  - Indian Institute of science
KW  - annulation reactions
KW  - Enantioselective Catalysis
KW  - ethynyl benzoxazinanones
N1  - Includes bibliographical references and index; PhD; 2022; Organic chemistry
N2  - In summary, we have developed the first decarboxylative [4+2]-annulation of ethynyl benzoxazinanones with azlactones for the enantioselective synthesis of cyclic α-quaternary α-acylaminoamides.25 This direct and modular approach combines dipolar copper-allenylidene intermediates and enolates generated from azlactones under bifunctional tertiary aminourea catalysis in a cooperative fashion. The resulting 3,4-dihydroquinolin-2-ones 3.43, bearing vicinal tertiary and quaternary stereogenic centers , are formed as a single diastereomer with good to excellent enantioselectivity. The products are densely functionalized and the synthetic versatility of the terminal alkyne group is demonstrated through a number of synthetic elaborations. This reaction represents the first direct catalytic enantioselective route to cyclic α-quaternary α-acylaminoamides
UR  - https://etd.iisc.ac.in/handle/2005/6014
ER  -