This Account describes from a personal point of view the possible strategies to tackle and optimize non-covalent organocatalyzed reactions. When chemical intermediates are covalently bound, predictive mechanicistic pictures can be depicted. In contrast, there are several organocatalyzed transformations (e.g. those employing Cinchona alkaloids) for which optimization is essentially based on a trial-and-error approach. The experience of authors is that these reactions can be tackled with a rational approach employing DoE, Design of Experiment. This tool is widely exploited in industrial process chemistry, but little known within academia. The purpose of this Account is to show the effectiveness and utility of DoE in asymmetric non-covalently organocatalyzed reactions, discussing selected examples.

Design of experiments: a rational approach toward non-covalent asymmetric organocatalysis

RENZI, POLYSSENA;
2017-01-01

Abstract

This Account describes from a personal point of view the possible strategies to tackle and optimize non-covalent organocatalyzed reactions. When chemical intermediates are covalently bound, predictive mechanicistic pictures can be depicted. In contrast, there are several organocatalyzed transformations (e.g. those employing Cinchona alkaloids) for which optimization is essentially based on a trial-and-error approach. The experience of authors is that these reactions can be tackled with a rational approach employing DoE, Design of Experiment. This tool is widely exploited in industrial process chemistry, but little known within academia. The purpose of this Account is to show the effectiveness and utility of DoE in asymmetric non-covalently organocatalyzed reactions, discussing selected examples.
2017
28
3
306
315
http://www.thieme-connect.com/ejournals/toc/synlett
asymmetric synthesis; design of experiments; organocatalysis; synthetic methodologies; organic chemistry
RENZI, POLYSSENA; BELLA, Marco
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2318/1729027
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