DoE-Driven Development of an Organocatalytic Enantioselective Addition of Acetaldehyde to Nitrostyrenes in Water.
- Resource Type
- Academic Journal
- Authors
- Nori V; Department of Physical and Chemical Sciences, Università degli Studi dell'Aquila, via Vetoio, 67100, L'Aquila, Italy.; Sinibaldi A; Department of Physical and Chemical Sciences, Università degli Studi dell'Aquila, via Vetoio, 67100, L'Aquila, Italy.; Giorgianni G; Department of Physical and Chemical Sciences, Università degli Studi dell'Aquila, via Vetoio, 67100, L'Aquila, Italy.; Pesciaioli F; Department of Physical and Chemical Sciences, Università degli Studi dell'Aquila, via Vetoio, 67100, L'Aquila, Italy.; Di Donato F; Department of Physical and Chemical Sciences, Università degli Studi dell'Aquila, via Vetoio, 67100, L'Aquila, Italy.; Cocco E; Department of Physical and Chemical Sciences, Università degli Studi dell'Aquila, via Vetoio, 67100, L'Aquila, Italy.; Biancolillo A; Department of Physical and Chemical Sciences, Università degli Studi dell'Aquila, via Vetoio, 67100, L'Aquila, Italy.; Landa A; Departamento de Química Orgánica I, Universidad del País Vasco, Manuel Lardizabal 3, 20018 -, San Sebastián, Spain.; Carlone A; Department of Physical and Chemical Sciences, Università degli Studi dell'Aquila, via Vetoio, 67100, L'Aquila, Italy.
- Source
- Publisher: Wiley-VCH Country of Publication: Germany NLM ID: 9513783 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1521-3765 (Electronic) Linking ISSN: 09476539 NLM ISO Abbreviation: Chemistry Subsets: MEDLINE
- Subject
- Language
- English
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.
(© 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.)