The synthesis of a new, conformationally restrained analog of tryptophan, 1,2,3,4-tetrahydro-2-amino-2-carboxy-cyclopent[b]indole (5) is described. The key step involves the BF3. Et2O catalyzed intramolecular cyclization of alpha-diazoketone 2b into the 1,2,3,4-tetrahydro-cyclopent[b]indol-2-one (3).
SYNTHESIS OF A NOVEL, CONFORMATIONALLY RESTRICTED ANALOG OF TRYPTOPHAN
NATALINI, Benedetto;PELLICCIARI, Roberto
1993
Abstract
The synthesis of a new, conformationally restrained analog of tryptophan, 1,2,3,4-tetrahydro-2-amino-2-carboxy-cyclopent[b]indole (5) is described. The key step involves the BF3. Et2O catalyzed intramolecular cyclization of alpha-diazoketone 2b into the 1,2,3,4-tetrahydro-cyclopent[b]indol-2-one (3).File in questo prodotto:
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