Diastereoselective Synthesis of Substituted Chromenopyrrolidinones from Amino Acid-Derived Nitriles

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A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä

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en

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7

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Synlett, Volume 34, issue 12, pp. 1512-1518

Abstract

Novel, substituted chromenopyrrolidininones have been synthesized from natural amino acid derivatives through an unprecedented sequence involving a Knoevenagel-Transesterification sequence and an allylative palladium-catalyzed cyclization reaction. The products are nature-inspired heterocycles derived from natural amino acids. The targets could be synthesized with varying degrees of stereoselectivity: racemization is a known issue with amino acids and provided a formidable challenge to our method development, as well. Altogether, six derivatives were synthesized with yields from moderate to good.

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Publisher Copyright: © 2022 Georg Thieme Verlag. All rights reserved.

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Heikinheimo, A, Nieger, M & Koskinen, A M P 2023, 'Diastereoselective Synthesis of Substituted Chromenopyrrolidinones from Amino Acid-Derived Nitriles', Synlett, vol. 34, no. 12, pp. 1512-1518. https://doi.org/10.1055/a-1992-6650