Premium
DoE‐Driven Development of an Organocatalytic Enantioselective Addition of Acetaldehyde to Nitrostyrenes in Water **
Author(s) -
Nori Valeria,
Sinibaldi Arianna,
Giorgianni Giuliana,
Pesciaioli Fabio,
Di Donato Francesca,
Cocco Emanuele,
Biancolillo Alessandra,
Landa Aitor,
Carlone Armando
Publication year - 2022
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202104524
Subject(s) - enantioselective synthesis , acetaldehyde , enamine , biochemical engineering , rational design , chemometrics , organocatalysis , combinatorial chemistry , chemistry , organic chemistry , computer science , catalysis , nanotechnology , engineering , materials science , chromatography , ethanol
The development of an enantioselective enamine‐catalysed addition of masked acetaldehyde to nitroalkenes via a rational approach helped to move away from the use of chloroform. The presented research allows the use of water as a reaction medium, therefore improving the industrial relevance of a protocol to access very important pharmaceutical intermediates. Critical to the success is the use of chemometrics‐assisted ‘Design of Experiments’ (DoE) optimisation during the development of the presented new synthetic approach, which allows to investigate the chemical space in a rational way.