An efficient synthesis of symmetrical and unsymmetrical proline-type diketopiperazines using a phosphite-promoted coupling was used to generate diketopiperazines with overall good yields from unprotected amino acids.
Reaction. -A straightforward construction of 2,4-difunctional hexahydroindole derivatives (VI), a common scaffold in many natural products, is accomplished by intramolecular Diels-Alder reaction of appropriate trienes of type (V). -(FRIEDRICH, A.; JAINTA, M.; NISING, C. F.; BRAESE*, S.; Synlett 2008, 4, 589-591; Inst. Org. Chem., Univ. Karlsruhe, D-76131 Karlsruhe, Germany; Eng.) -Mais 28-115
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