Enaminones in the mannich reaction. Part 2. Further investigations of internal mannich reactions

Author(s):  
Ibrahim Chaaban ◽  
John V. Greenhill ◽  
Pervez Akhtar
2016 ◽  
Vol 3 (1) ◽  
Author(s):  
Tuvshinjargal Budragchaa ◽  
Michael Abraham ◽  
Wolfgang Schöfberger ◽  
Alexander Roller ◽  
Michael Widhalm

Abstract Cyclic phosphoric acids have attracted much attention as chiral organocatalysts. While binaphthol based ligands have been extensively used in various transformations, the analogous TADDOL-type ligands are less explored. A library of seventeen cyclic phosphoric acids with structural variation of the TADDOL backbone were synthesized and an optimization study of the Mannich reaction of aromatic N-(2-hydroxyphenyl)imines with 2,2-dimethyl-1-methoxy-silylenolate was performed. Enantioselectivities between 96% (S) and 70% (R) were observed and a rationalisation, based on crystal structure analysis and DFT calculations, is provided.


2017 ◽  
Vol 15 (21) ◽  
pp. 4527-4530 ◽  
Author(s):  
Taichi Kano ◽  
Chihiro Homma ◽  
Keiji Maruoka

Mannich reactions of β-dicarbonyls with in situ generated less accessible Boc-imines from aldehydes were achieved.


RSC Advances ◽  
2021 ◽  
Vol 11 (16) ◽  
pp. 9098-9111
Author(s):  
Salahudeen Shamna ◽  
C. M. A. Afsina ◽  
Rose Mary Philip ◽  
Gopinathan Anilkumar

Amino alkylation of an acidic α-proton of a carbonyl by formaldehyde and a primary/secondary amine or ammonia, affording a β-amino-carbonyl compound also known as a Mannich base is a valuable reaction. We focus on recent advances in Zn catalysed Mannich reactions.


Synthesis ◽  
1991 ◽  
Vol 1991 (09) ◽  
pp. 717-718 ◽  
Author(s):  
Yi Lin ◽  
Lei Huangshu ◽  
Zou Junhua ◽  
Xu Xiujuan

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