- Facile and Racemization-Free Conversion of Chiral Nitriles into Pyridine Derivatives
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The results described herein demonstrate how the very mild reaction conditions of the Co(I)-catalyzed photochemical [2 + 2 + 2] cyclocotrimerization are suited to prepare chiral compounds containing unsubstituted and polysubstituted 2-pyridyl moieties sta
- Heller, Barbara,Sundermann, Bernd,Fischer, Christine,You, Jingsong,Chen, Waiqiang,Drexler, Hans-Joachim,Knochel, Paul,Bonrath, Werner,Gutnov, Andrey
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- Enantioselective synthesis of α-heteroarylpyrrolidines by copper-catalyzed 1,3-dipolar cycloaddition of α-silylimines
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α-Heteroarylpyrrolidines have been efficiently prepared via 1,3-dipolar cycloaddition between silylimines and activated olefins. In the presence of Cu(CH3CN)4PF6/Walphos as catalytic system, high levels of enantioselectivity (up to >99% ee) and diastereoselectivity were achieved (major formation of C-2/C-4 trans-substituted pyrrolidines). The reaction is compatible with a broad variety of dipolarophiles including maleimides, maleates, fumarates, nitroalkenes, and vinylsulfones. The resulting cycloadducts can be transformed into bioactive pyrrolidine derivatives.
- Pascual-Escudero, Ana,Gonzalez-Esguevillas, Maria,Padilla, Silvia,Adrio, Javier,Carretero, Juan C.
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supporting information
p. 2228 - 2231
(2014/05/06)
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- Synthesis of 1-substituted 2-[2S)-2-pyrrolidinyl]pyridine from L-Proline
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The synthesis of optically active 2-[(2S)-2-pyrrolidinyl]pyridine from L-proline is reported. This compound can be further alkylated to give the corresponding N-methyl- and N-benzylpyrrolidinyl derivatives.
- Chelucci,Falorni,Giacomelli
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p. 1121 - 1122
(2007/10/02)
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