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- W2108848517 endingPage "837" @default.
- W2108848517 startingPage "832" @default.
- W2108848517 abstract "New chiral ( S,E )-γ- N , N -dibenzylated nitroalkenes 2a–c were synthesized from natural L-(α)-amino acids in five steps with overall yields of 68–88%. The conjugate addition of hydride, methoxide, nitronate and azide nucleophiles to 2a–c led to the corresponding chiral 1,3-nitroamines in 74–90% yield. The conjugate addition of cyanide anion to 2a , b was followed by HNO 2 elimination affording chiral aminated acrylonitriles (73–98%). On the other hand, the azide anion reacted with 2a , in acetonitrile, via a [3 + 2]-cycloaddition in which HNO 2 was lost, providing the corresponding 1,2,3-triazole derivative. Direct reduction of 1,3-nitroamine derivatives 9a , b produced the corresponding 1,3-diamines in good yields." @default.
- W2108848517 created "2016-06-24" @default.
- W2108848517 creator A5008791646 @default.
- W2108848517 creator A5034420134 @default.
- W2108848517 creator A5038167857 @default.
- W2108848517 creator A5045397469 @default.
- W2108848517 creator A5082066140 @default.
- W2108848517 creator A5090083064 @default.
- W2108848517 date "2013-04-30" @default.
- W2108848517 modified "2023-09-30" @default.
- W2108848517 title "A versatile and efficient approach for the synthesis of chiral 1,3-nitroamines and 1,3-diamines via conjugate addition to new (<i>S</i>,<i>E</i>)-γ-aminated nitroalkenes derived from L-α-amino acids" @default.
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- W2108848517 doi "https://doi.org/10.3762/bjoc.9.95" @default.