This submission belongs to the session a. General Organic Synthesis of the event The 4th International Electronic Conference on Synthetic Organic Chemistry
Published date
11 Sep, 2000
Citation
Matteo Zanda, Alessandro Volontiero, Pierfrancesco Bravo, Natalina Battista, Marcello Crucianelli, Facile and stereoselective synthesis of non-racemic trifluoroalanine, in Proceedings of The 4th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2000, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-4-01815
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Facile and stereoselective synthesis of non-racemic trifluoroalanine
Marcello Crucianelli 1
Natalina Battista 1
Pierfrancesco Bravo 2
Alessandro Volontiero 2
Matteo Zanda 2
1. Dipartimento di Chimica, Ingegneria Chimica e Materiali, Universita dell'Aquila, Via Vetoio, I-67010 Coppito, Italy
2. Dipartimento di Chimica del Politecnico, via Mancinelli 7, I-20131 Milano, Italy
Abstract
A highly stereoselective enantiodivergent synthesis of non-racemic 3,3,3-trifluoroalanine 7 is reported. The methodology is based on the reduction of the sulfinimine 3 derived from ethyl trifluoropyruvate, followed by acidic hydrolysis of the resulting diastereomeric sulfinamides 4 and 5.
Keywords
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