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Beilstein J. Org. Chem. 2015, 11, 1997–2006, doi:10.3762/bjoc.11.216
Graphical Abstract
Figure 1: Examples of drugs embodying unnatural amino acids.
Figure 2: Examples of biologically active compounds embodying constrained analogues of tryptophan.
Scheme 1: Planned Diels–Alder reactions for the synthesis of tetrahydrocarbazoles as constrained analogues of...
Figure 3: Structure elucidation of diastereoisomeric tetrahydrocarbazoles 3a and 3’a via NMR experiments.
Scheme 2: Synthesis of unprotected tryptophan derivatives 6a–e.
Scheme 3: Plausible reaction mechanism for the cycloaddition reactions of indoles 1a–h with 2 in toluene.
Scheme 4: Cycloaddition reaction of 2-vinylindole 1k and methyl 2-acetamidoacrylate (2).