(R)-(+) and (S)-()-1-phenylethylamine have been shown to promote highly diastereoselective and complementary enantioselective formal [3 + 2]carbocyclization reactions between 2, 3-butanedione and conjugated nitroalkenes with formation of enantiomerically rich 2-hydroxy-3- nitrocyclopentanone derivatives. The reactions were carried out both in solvent and under solventfree conditions. The absolute configurations of the products were assigned by X-ray and circular dichroism spectra analyses
Optically active alpha-phenylethylamine as efficient organocatalyst in the solvent-free reactions between 2,3-butanedione and conjugated nitroolefins / Felluga, Fulvia; Forzato, Cristina; Nitti, Patrizia; Pitacco, Giuliana; Prati, F.; Valentin, Ennio; Zangrando, Ennio. - In: CHIRALITY. - ISSN 1520-636X. - STAMPA. - 24/2012:12(2012), pp. 1005-1012. [10.1002/chir.22088]
Optically active alpha-phenylethylamine as efficient organocatalyst in the solvent-free reactions between 2,3-butanedione and conjugated nitroolefins
FELLUGA, FULVIA;FORZATO, Cristina;NITTI, PATRIZIA;PITACCO, GIULIANA;VALENTIN, ENNIO;ZANGRANDO, ENNIO
2012-01-01
Abstract
(R)-(+) and (S)-()-1-phenylethylamine have been shown to promote highly diastereoselective and complementary enantioselective formal [3 + 2]carbocyclization reactions between 2, 3-butanedione and conjugated nitroalkenes with formation of enantiomerically rich 2-hydroxy-3- nitrocyclopentanone derivatives. The reactions were carried out both in solvent and under solventfree conditions. The absolute configurations of the products were assigned by X-ray and circular dichroism spectra analysesPubblicazioni consigliate
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