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Communication

Organocatalyzed Michael Addition to Nitroalkenes via Masked Acetaldehyde

1
Department of Physical and Chemical Sciences, Università degli Studi dell’Aquila, via Vetoio, 67100 L’Aquila, Italy
2
Istituto per la Sintesi Organica e la Fotoreattività, Consiglio Nazionale delle Ricerche, Via P. Gobetti 101, 40129 Bologna, Italy
*
Author to whom correspondence should be addressed.
Catalysts 2020, 10(11), 1296; https://doi.org/10.3390/catal10111296
Received: 9 October 2020 / Revised: 3 November 2020 / Accepted: 4 November 2020 / Published: 9 November 2020
(This article belongs to the Special Issue Organocatalysis: Advances, Opportunity, and Challenges)
A novel and safe reaction protocol for the enantioselective enamine-catalysed addition of acetaldehyde to nitroalkenes is presented; this protocol makes use of a safe acetaldehyde precursor to access important intermediates to Active Pharmaceutical Ingredients (APIs), and allows the use of fewer equivalents of acetaldehyde and lower catalyst loadings. The reaction developed proved to be suitable to be performed on gram-scale and to produce key intermediates for the synthesis of pharmacologically active compounds such as pregabalin. View Full-Text
Keywords: acetaldehyde; asymmetric catalysis; Michael addition; organocatalysis; pregabalin acetaldehyde; asymmetric catalysis; Michael addition; organocatalysis; pregabalin
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MDPI and ACS Style

Giorgianni, G.; Nori, V.; Baschieri, A.; Palombi, L.; Carlone, A. Organocatalyzed Michael Addition to Nitroalkenes via Masked Acetaldehyde. Catalysts 2020, 10, 1296. https://doi.org/10.3390/catal10111296

AMA Style

Giorgianni G, Nori V, Baschieri A, Palombi L, Carlone A. Organocatalyzed Michael Addition to Nitroalkenes via Masked Acetaldehyde. Catalysts. 2020; 10(11):1296. https://doi.org/10.3390/catal10111296

Chicago/Turabian Style

Giorgianni, Giuliana, Valeria Nori, Andrea Baschieri, Laura Palombi, and Armando Carlone. 2020. "Organocatalyzed Michael Addition to Nitroalkenes via Masked Acetaldehyde" Catalysts 10, no. 11: 1296. https://doi.org/10.3390/catal10111296

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